JP2002097126A - Sunscreening cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a sunscreening cosmetic that gives a refreshing, not-sticky feeling after application, inhibits unpleasant gloss and make-up fading and don't retain the whiteness to the skin and the hair. SOLUTION: Chromanol glycoside and an ultraviolet scattering agent are formulated at a specific ratio whereby the objective sunscreening cosmetic is obtained that gives light sensation of feeling, when applied, with no greasiness after application to the skin, inhibits unpleasant gloss and make-up fading, when applied for hours and can suppress the excessive whiteness on the face skin and the hair, when applied to the face and/or the hair.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a cosmetic for preventing sunburn. More specifically, it is used on the face, body, hair, etc., it has a light feel when used, it is not sticky after use, prevents long-term shine and makeup collapse, and when applied, whiteness is not noticeable on the skin or hair It relates to sunburn prevention cosmetics.

[0002]

2. Description of the Related Art The sun emits a wide range of electromagnetic waves ranging from short-wavelength X-rays to long-wavelength radio waves. Light rays of about 290 nm (UVB range) to about 3000 nm (infrared rays) reach the ground. are doing. In particular, ultraviolet rays not only give cells the opportunity of formation of sunburn cells, carcinogenesis, etc., but also promote the production of lipid peroxide in the skin, causing various ultraviolet damages to the skin and promoting aging of the skin I know that. In addition, it also has an adverse effect on hair such as cutting of keratin fibers, resulting in cuticle peeling and crackling.

In order to protect the skin and hair from ultraviolet rays, organic ultraviolet absorbers such as benzophenone derivatives, cinnamic acid derivatives and paraaminobenzoic acid derivatives, and inorganic ultraviolet scattering agents such as titanium oxide and zinc oxide have hitherto been used. , Alone or in combination, various sunscreen agents (sunscreen cosmetics) have been used.

[0004] UV absorbers not only have a problem in the persistence of the effect, but also have a drawback that the feel becomes poor due to stickiness after use. Further, in order to enhance the effect, it is necessary to add a very large amount of an ultraviolet absorber, and therefore, irritation may occur in some cases.

On the other hand, the inorganic ultraviolet scattering agent deteriorates the slipperiness at the time of application, so that the spread at the time of use is deteriorated.
There is a problem that the skin and hair after application become white. In order to solve these problems, an ultraviolet protection composition comprising a combination of silicon carbide powder and an ultraviolet scattering agent (JP-A-7-101)
No. 846), a sunscreen-preventing cosmetic in which an ultraviolet absorbent is supported on an oil-absorbing powder (Japanese Patent Application Laid-Open No. 8-59446),
Sunscreen cosmetics in which an inorganic ultraviolet scattering agent is dispersed in a specific ester (JP-A-8-310914) have been proposed.

However, even with these proposals, the above-mentioned problems are not solved, the spread during use is not sufficient, not only the whiteness remains after coating, but also the stickiness is not so good and the touch is poor after use. The problem that the sebum or the like secreted over time causes “shininess” or the makeup is easily broken remains as an unsolved problem.

[0007]

Therefore, a sunscreen makeup which has a light feel at the time of use, is non-sticky after use, prevents long-lasting shine and makeup collapse, and has no noticeable whiteness on the skin or hair when applied. Fees are desired.

[0008]

Means for Solving the Problems The present inventors have conducted various studies to solve the above-mentioned problems, and as a result, by combining a chromanol glycoside and an ultraviolet light scattering agent at a specific ratio, the feeling during use is improved. However, the present invention has been found to provide a sunscreen cosmetic that is light and non-sticky even after use, prevents long-term shine and makeup collapse, and has less noticeable whiteness on the skin and hair when applied.

That is, the sunscreen cosmetic of the present invention comprises:
(A) 0.0% of the chromanol glycoside represented by the formula (I)
0.1 to 20% by weight, and (B) 0.1 to 30% by weight of an ultraviolet scattering agent.
Characterized by containing by weight:

[0010]

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Wherein R ¹ , R ² , R ³ and R ⁴ are
The same or different hydrogen atoms or alkyl groups having 1 to 6 carbon atoms, R ⁵ is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an acyl group having 1 to 6 carbon atoms, and X is a monosaccharide residue Or an oligosaccharide residue, wherein the hydrogen atom of the hydroxyl group in the sugar residue is an alkyl group having 1 to 18 carbon atoms or
May be substituted with 18 acyl groups, m represents an integer of 0 to 6, and p represents an integer of 1 to 10).

[0012]

BEST MODE FOR CARRYING OUT THE INVENTION The chromanol glycoside which is the component (A) of the sunscreen cosmetic of the present invention is obtained by substituting the phytyl group at the 2-position of the chroman ring of α-tocopherol, a typical vitamin E, with an alcohol. And further obtained by a method such as bonding a sugar (Japanese Patent Laid-Open No. Hei 7-118287).
JP-A-9-249688, JP-A-9-249688
No. 21291). In the formula (I), R ¹ , R ² ,
R ³ and R ⁴ are the same or different hydrogen atoms or alkyl groups having 1 to 6 carbon atoms, and are preferably methyl groups or ethyl groups. R ⁵ is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an acyl group having 1 to 6 carbon atoms, and is preferably a methyl group, an ethyl group, an acetyl group, a propionyl group, or a butyryl group. . Further, X is a monosaccharide residue or an oligosaccharide residue. Examples of the monosaccharide include glucose, galactose, fucose,
Xylose, mannose, rhamnose, fructose,
Arabinose, lyxose, ribose, allose, altrose, idose, talose, deoxyribose, quinobose, avectose and the like. Examples of the oligosaccharide include maltose, lactose, cellobiose, raffinose, xylobiose, and sucrose in which 2 to 4 monosaccharides are bonded. Preferably, glucose,
It is a residue of galactose, fucose, xylose, mannose, rhamnose or fructose, and more preferably a residue of glucose, galactose or fructose. Further, the hydrogen atom of the hydroxyl group in the sugar residue has 1 carbon atom.
Or an alkyl group having 1 to 18 carbon atoms or an acyl group having 1 to 18 carbon atoms. Further, m represents an integer of 0 to 6, preferably an integer of 1 to 4. Also, p is 1 to 1.
It represents an integer of 0, preferably an integer of 1 to 6.

On the other hand, the sunscreen cosmetics (B) of the present invention
Examples of the ultraviolet scattering agent as a component include inorganic powders such as titanium oxide, zinc oxide, iron oxide, kaolin, mica, talc, barium sulfate, alumina, and silica; nylon powder, polymethyl methacrylate, and polymethyl sill. Organic powders such as sesquioxane are exemplified. In particular, metal oxides such as titanium oxide, zinc oxide, and iron oxide are preferable, and titanium oxide and zinc oxide are more preferable.

These ultraviolet scattering agents have dispersibility,
Japanese Patent Application Laid-Open No. 63-13 / 1988 for the purpose of improving the effect such as feel.
No. 2821, JP-A-1-190625, JP-A-4-104293, JP-A-4-196775, etc., compounding, silicone treatment with methylpolysiloxane, etc., alumina-silica treatment, Fluorine treatment, lecithin treatment, metal soap treatment,
It can also be used after surface treatment such as alkyl phosphate treatment.

The chromanol glycoside, which is the component (A) of the sunscreen cosmetic of the present invention, is contained in an amount of 0.001 in the total amount of the composition.
-20% by weight, preferably 0.005-15% by weight, more preferably 0.01-10% by weight.
If the amount is less than 0.01% by weight, not only the feeling at the time of use and the feeling after use is deteriorated, but also the effect of preventing whiteness at the time of application and preventing shininess and makeup collapse is weakened. Not only does it cause a problem in stability, but it is disadvantageous in terms of cost.

The ultraviolet ray scattering agent, which is the component (B) of the sunscreen cosmetic of the present invention, is contained in the composition in an amount of 0.1 to 30% by weight, preferably 0.3 to 25% by weight, more preferably 0.3 to 25% by weight. 0.5 to 20% by weight. If the amount is less than 0.1% by weight, a sufficient ultraviolet ray protection effect cannot be obtained. If the amount exceeds 30% by weight, not only the feeling at the time of use and the feeling after use are deteriorated, but also whiteness remains at the time of application.

The sunscreen cosmetics of the present invention may contain additives commonly used in cosmetics as long as the performance of the present invention is not impaired. For example, the following compounds may be formulated: lower alcohols such as ethanol, isopropyl alcohol; propylene glycol;
Polyhydric alcohols such as 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, glycerin, diglycerin, and sorbitol; hydrocarbon oils such as liquid paraffin, liquid isoparaffin, squalane, petrolatum, and solid paraffin; tallow, lard Glyceryl tri-2-ethylhexanoate; isopropyl myristate, isopropyl palmitate, cetyl palmitate;
Ester oils such as ethyl oleate, oleyl oleate, octyldodecyl myristate; waxes such as beeswax and carnauba wax; linear and cyclic dimethylpolysiloxane, polyether-modified dimethylpolysiloxane;
Silicone derivatives such as amino-modified dimethylpolysiloxane; oily bases such as ceramide, cholesterol, protein derivatives, lanolin, lanolin derivatives, lecithin;
Anionic surfactants such as acylmethyltaurine salts and amide ether sulfates; amphoteric surfactants such as amide amino acid salts and amidopropyldimethylaminoacetic acid betaine; polyoxyethylene alkyl ethers, alkyl polyglucosides and alkanolamides Nonionic surfactants; cationic surfactants such as alkyltrimethylammonium chloride; semipolar surfactants such as alkyldimethylamine oxide; alginic acid, carboxyvinyl polymer, carboxymethylcellulose, hydroxyethylcellulose, xanthan gum, hyaluronic acid, etc. Water-soluble polymers; organic or inorganic salts such as pyrrolidone carboxylate, citrate, malate, table salt; acids and alkalis as pH adjusters; bactericides, chelating agents, antioxidants, External absorbent, natural extracts derived from plants and animals, dyes, such as pigments and perfumes.

[0018]

Next, the present invention will be described in more detail by way of examples.

(Preparation of Chromanol Glycoside) Chromanol glycoside was prepared as follows. 7.5 g of dextrin (trade name: Pinetex # 1, manufactured by Matsutani Chemical Co., Ltd.) was added to a 50 mM acetate buffer (pH = 5.5) 90 containing 0.5 mM disodium ethylenediaminetetraacetate.
Dissolved in mL. This was then added to 8 (W / V%) of formula (II) dissolved in dimethylsulfoxide:

[0020]

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2-hydroxymethyl 2,5 represented by
7,8-tetramethylchroman-6-ol (hereinafter referred to as T
M) and cyclomaltodextrin glucanotransferase from Bacillus stearothermophilus (Hayashibara Biochemical Laboratory Co., Ltd.) 1
600 units (U) were added, and the mixture was reacted at 40 ° C. for 24 hours with stirring using a magnetic stirrer. By this reaction, about 90% of the TM in the reaction solution was converted to a mixture of chromanol glycosides. This reaction solution was mixed with a porous synthetic adsorbent (trade name: Diaion HP2) equilibrated with water.
1, manufactured by Mitsubishi Chemical Corporation).
The column was washed with three column volumes of water. As a result, TM and chromanol glycoside were adsorbed by the porous synthetic adsorbent, and sugar, disodium ethylenediaminetetraacetate, salts, etc. were flowed out without being adsorbed. Then, the column was washed with three times the column volume of 60 (V / V)% methanol to elute only the chromanol glycoside. And by concentrating this fraction to dryness,
A chromanol glycoside mixture was obtained.

According to this method, the formula (III):

[0023]

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1 to 8 glucosyl groups (n = 1 to 8) are bonded to the 2-position hydroxymethyl group of TM represented by the formula (α-
Α-GlucosylTM mixture (1, 4 bonds) (hereinafter referred to as T
MGn) was obtained in an amount of about 1.5 g. Furthermore, the obtained T
MGn was isolated by preparative liquid chromatography using an NH ₂ column to determine its structure and composition. Table 1 shows the results. Note that the obtained simple substance is hereinafter referred to as TMG1 to TMG6 depending on the number of n.

[0025]

[Table 1]

(Evaluation of Sunscreen Prevention Cosmetic) Sunscreen prevention cosmetics were evaluated based on the following items (1) to (7).

(1) Appearance of skin at the time of application Twenty women (21 to 35 years old) were panelists, and the appearance of the skin when the sunscreen cosmetic was used was evaluated as follows. 2 points: When whiteness disappears immediately upon application and whiteness does not remain on the skin. 1 point: When it takes time for the whiteness to disappear at the time of application, and when it is felt that whiteness remains a little. 0 point: When the user feels that whiteness does not disappear and whiteness clearly remains during use. The average value of 20 persons was obtained and evaluated as follows. ：: 1.5 or more average points (the cosmetic has good skin appearance when applied without leaving whiteness on the skin). X: Average score of less than 1.5 (whiteness remains and the cosmetic appearance is not good when applied).

(2) Feeling at the time of use Twenty women (age 21 to 35) were panelists, and the feeling at the time of using the sunscreen cosmetics was evaluated as follows. 2 points: When the user feels that the feel is light without spreading and sticking during use. 1 point: When the user feels that the spread is somewhat poor during use and it is slightly stuck. 0 point: When the user feels that it has a poor feel at the time of use, and has a heavy feeling. The average value of 20 persons was obtained and evaluated as follows. ：: Average score of 1.5 or more (the cosmetic has a light touch when used). X: Average point less than 1.5 points (the cosmetic does not feel light when used).

(3) Feeling after Use Twenty women (21 to 35 years old) were used as panelists, and the feeling of skin after 10 minutes was evaluated using a sunscreen cosmetic as follows. 2 points: When feeling that there is no powdery or sticky skin. 1 point: When the skin feels slightly powdery or the skin feels slightly sticky. 0 point: When the skin is apparently powdery or the skin feels sticky. The average value of 20 persons was obtained and evaluated as follows. ：: 1.5 points or more on average (the cosmetic has a good feel when used). X: Less than 1.5 average points (the cosmetic does not have a good feel during use).

(4) Effect of Preventing Shininess and Makeup Collapse Twenty women (21 to 35 years old) were used as panelists, applied with a sunscreen cosmetic, then made up with a commercially available solid foundation, and applied to the skin after 5 hours. The condition was evaluated as follows. 2 points: If you feel that no shine has appeared and makeup has not collapsed. 1 point: If you feel that it is slightly shiny or the makeup is slightly broken. 0 point: When it is felt that the shiny appearance is apparent or the makeup is disintegrated. The average value of 20 persons was obtained and evaluated as follows. ：: 1.5 points or more on average (the cosmetic has a good effect of preventing shine and makeup collapse). X: Average point less than 1.5 points (the cosmetic is not good in the effect of preventing shiny and makeup collapse).

(5) Skin Beam Skin condition when 20 women (21 to 35 years old) were used as panelists and the sunscreen cosmetics were used twice a day (morning and noon) for two consecutive weeks. The evaluation was as follows. 2 points: When the user clearly feels that the skin has peeled off. 1 point: When the skin feels slightly peeled. 0 point: When the skin feels no sticking. The average value of 20 persons was obtained and evaluated as follows. ：: Average score of 1.5 or more (a cosmetic having an effect of giving a skin stick). ×: Average score of less than 1.5 (a cosmetic having no effect of giving a skin stick).

(6) Dispersibility The mixed cosmetic was stirred by shaking it up and down three times, and allowed to stand for 1 minute.
It was rated on a scale. ○: Uniformly dispersed for 1 minute or more. ×: Separation into two phases or formation of a precipitate in less than 1 minute.

(7) Stability over time Seal the sunscreen cosmetic in a transparent glass container,
Store at 5 ℃, 40 ℃ for 3 months, observe its appearance,
The evaluation was performed on the following three levels. ：: Good stability (no change in appearance at any temperature). Δ: Slightly poor stability (at any temperature, slightly
And produces lumps, lumps, sedimentation or separation. Or slightly colored). X: Poor stability (at any temperature, spots, lumps, precipitation or separation, or marked coloration).

(Examples 1-3 and Comparative Examples 1-2) Table 2
Prepared by uniformly mixing a two-layer type sunscreen cosmetic having the composition shown in (1) with a homogenizer.
The item (6) was evaluated. Table 2 shows the results.

[0035]

[Table 2]

It can be seen from Examples 1 to 3 that the sunscreen cosmetics of the present invention all have a light feel when used, are not sticky even after use, prevent long-lasting shine and makeup collapse, and have a good texture when applied. The whiteness was not conspicuous and the dispersibility was excellent. On the other hand, in Comparative Examples 1 and 2, since the chromanol glycoside as the component (A) was not blended, the transparency of the skin at the time of application, the feel at the time of use and after use, and the effect of preventing shine and makeup collapse were observed. Sufficient performance was not obtained.

(Examples 4 to 7 and Comparative Examples 3 and 4) Emulsion sunscreen cosmetics were blended with 13 components shown in Table 3 as common additive components a, and prepared as shown in Table 4, respectively. The items (1) to (5) and (7) were evaluated. Table 4 shows the results.

[0038]

[Table 3]

[0039]

[Table 4]

It can be seen from Examples 4 to 7 that the sunscreen cosmetics of the present invention all have a light feel at the time of use, are not sticky even after use, prevent shininess and makeup collapse for a long time, and have a good effect on the skin when applied. The whiteness was not conspicuous and the stability over time was excellent.
On the other hand, in Comparative Examples 3 and 4, since the chromanol glycoside as the component (A) was not blended, the transparency of the skin at the time of application, the feel at the time of use and after use, the effect of preventing shininess and makeup collapse, and the like. Sufficient performance was not obtained in aging stability.

Examples 8 to 10 Sunscreen cosmetics, which are oil-in-water emulsified creams, were blended with the 12 components shown in Table 5 as common additive components b, and prepared as shown in Table 8, respectively. Items 1) to (5) and (7) were evaluated. Table 8 shows the results.

[0042]

[Table 5]

(Examples 11 to 12) Sunscreen cosmetics, which are oil-in-water emulsified creams, were prepared by blending the 12 components shown in Table 6 as common additive components c, as shown in Table 8, respectively. Items 1) to (5) and (7) were evaluated. Table 8 shows the results.

[0044]

[Table 6]

(Examples 13 and 14) The sunscreen cosmetics, which are O / W emulsified liquid foundations, were blended with 9 components shown in Table 7 as common additive components d.
Prepared as shown in the above (1) to (5) and (7)
Items were evaluated. Table 8 shows the results.

[0046]

[Table 7]

The shine and makeup collapse prevention effects in Table 8 were evaluated by the following method (4 '). (4 ′) Effect of Preventing Shininess and Makeup Collapse Twenty women (21 to 35 years old) were used as panelists, and the condition of the skin 5 hours after using the sunburn preventive cosmetic was evaluated as follows. 2 points: If you feel that no shine has appeared and makeup has not collapsed. 1 point: If you feel that it is slightly shiny or the makeup is slightly broken. 0 point: When it is felt that the shiny appearance is apparent or the makeup is disintegrated. The average value of 20 persons was obtained and evaluated as follows. ：: 1.5 points or more on average (the cosmetic has a good effect of preventing shine and makeup collapse). X: Average point less than 1.5 points (the cosmetic is not good in the effect of preventing shiny and makeup collapse).

[0048]

[Table 8]

According to Examples 8 to 10 and 11 to 12, the sunscreen cream of the present invention (oil-in-water emulsion cream)
Has a light touch during use and is not sticky after use,
It prevented long-lasting shine and makeup collapse, and when applied, had no noticeable whiteness on the skin and was excellent in stability over time.

It can be seen from Examples 13 and 14 that the sunscreen liquid foundations of the present invention all have a light feel upon use and are not sticky even after use, prevent long-term shininess and makeup collapse for a long period of time and, when applied, can be applied to the skin. The whiteness was not conspicuous and the stability over time was excellent.

[0051]

As described above, the sunscreen cosmetics of the present invention clearly have a light feel at the time of use, are not sticky even after use, prevent shininess and makeup collapse for a long time, and have a good effect on the skin when applied. And whiteness was not noticeable in hair.

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Hironori Murase 178 F term at 2435 Nagara, Gifu City, Gifu Prefecture (reference) 4C083 AA082 AA122 AB212 AB242 AB362 AB442 AC022 AC072 AC082 AC102 AC122 AC172 AC182 AC212 AC342 AC402 AC422 AC432 AC442 AC482 AC582 AC841 AC842 AD042 AD092 AD152 AD172 AD352 AD391 AD392 AD662 BB60 CC12 CC19 DD23 DD33 EE01 EE06 EE07 EE17

Claims (1)

[Claims] 1. A tanning composition comprising (A) 0.001 to 20% by weight of a chromanol glycoside represented by the formula (I) and (B) 0.1 to 30% by weight of an ultraviolet scattering agent. Prevention cosmetics: (Wherein, R ¹ , R ² , R ³ and R ⁴ are the same or different hydrogen atoms or alkyl groups having 1 to 6 carbon atoms,
R ⁵ is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an acyl group having 1 to 6 carbon atoms, X is a monosaccharide residue or an oligosaccharide residue, and the hydrogen of the hydroxyl group in the sugar residue The atom may be substituted with an alkyl group having 1 to 18 carbon atoms or an acyl group having 1 to 18 carbon atoms, m represents an integer of 0 to 6,
p shows the integer of 1-10).