JP2001158730A - Cosmetic for improving dark skin color - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a cosmetic useful for improving dark skin color. SOLUTION: This cosmetic characterized by containing a 6-acylascorbic acid-2-glucoside and 1,3-butanediol.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to cosmetics, and more particularly, to cosmetics useful for improving dullness.

[0002]

2. Description of the Related Art The present age is an age of stress, and humans living in the present age are living under stress that is incomparable to the past. Such excessive stress has various effects on the human body, and parts such as the skin are no exception. The effects of such stress on the skin are manifested, for example, in the form of chemical hypersensitivity or atopic dermatitis, which are hypersensitive to chemicals. It is said that this is due in part to a decrease in the skin defense function due to stress. For these reasons, in these people, it is difficult to use external preparations such as cosmetics, and undesired skin reactions such as pigmentation due to rough skin and inflammation, that is, dullness, etc. have appeared. .

[0003] As a means of reducing the effects of such stress on the skin, treatment with a skin external preparation containing a highly moisturizing component such as glycerin has been carried out, but this also complements the barrier function. However, at present, the skin condition has not yet been improved, and there is almost no way to improve the deposition of pigment and dullness on such skin.

[0004] On the other hand, there is no known technique for combining 6-acyl ascorbic acid-2-glucoside and 1,3-butanediol.
It has not been known at all that it can be used safely even on skin with inadequate barrier function and can improve dullness and the like.

[0005]

SUMMARY OF THE INVENTION The present invention has been made under such circumstances, and it is an object of the present invention to provide a cosmetic which is useful for improving dullness.

[0006]

SUMMARY OF THE INVENTION In view of such circumstances, the present inventors have intensively studied for cosmetics useful for improving dullness, and as a result, have found that 6-acyl ascorbic acid-2-glucoside and 1-acyl ascorbic acid-2-glucoside can be used. It has been found that such cosmetics can be provided by combining them with 3,3-butanediol, and the present invention has been completed. That is, the present invention provides a cosmetic containing 6-acyl ascorbic acid-2-glucoside and 1,3-butanediol. Furthermore, as a further preferred embodiment, the present invention provides a cosmetic containing one or more selected from glycerin, diglycerin, dipropylene glycol, 1,2-pentanediol and isopentyl glycol in addition to the above. To provide.

[0007]

DESCRIPTION OF THE PREFERRED EMBODIMENTS (1) 6 which is an essential component of the present invention
-Acyl ascorbic acid-2-glucoside The composition for external use on the skin of the present invention is characterized by containing 6-acyl ascorbic acid-2-glucoside. Here, the acyl group preferably has 6 to 18 carbon atoms, and particularly preferably has 8 carbon atoms. This is because such 6-acyl ascorbic acid-2-glucoside has a hydrophilic surfactant activity without impairing the safety. As the acyl group, any of a straight chain, a group having a branched structure, and a group having a cyclic structure are possible, and among these, a straight chain group is preferable.
Preferred examples include an octanoyl group, a decanoyl group, and a dodecanoyl group. A method for producing such a 6-acyl ascorbic acid-2-glucoside is already known, and can be produced according to the method. For example, a large excess of a solvent and a large excess of ascorbic acid-2 can be prepared from an acid halide prepared by reacting an acid with a halogenating agent such as thionyl chloride or an acid anhydride obtained by reacting an acid halide with an acid. Such a 6-acylated product can be produced by gradually reacting -glucoside in the presence of an alkali such as pyridine or triethylamine under mild conditions. It is particularly preferable to use pyridine, triethylamine, or the like as the alkali, since it can also serve as a solvent. Other solvents that can be used may be those that do not react with acyl halides or acid anhydrides, and suitable examples thereof include acetonitrile, ethers, and halogenated hydrocarbons. At this time, an acylated product having an acyl group introduced at the 6-position of glucose is also obtained as a subpurified product, which is obtained by silica gel, OD
S and the like can be removed by column chromatography using a carrier. The solvent system at this time is not particularly limited. If the carrier is silica gel, a chloroform-methanol-water system or a petroleum ether-diethyl ether-methanol-water system can be exemplified.
If S, an acetonitrile-water system or a methanol-water system can be exemplified, and if the carrier is an ion exchange resin such as Diaion HP-20, a water-ethanol system can be exemplified. These acylated ascorbic acid-2-glucosides can be used alone or in combination of two or more. The preferred content of 6-acyl ascorbic acid-2-glucoside in the composition for external use on the skin of the present invention is 0.01 to 10% by weight,
More preferably, it is 0.05 to 5% by weight. This means that, within this range, 6-acyl ascorbic acid-2-
This is because glucoside can exert an effect of suppressing dullness in a composition for external use on the skin and improving dullness.

(2) 1,3-butanediol which is an essential component of the cosmetic of the present invention 1,3-butanediol which is an essential component of the present invention is:
6-acyl ascorbic acid-2 which is an essential component of the above.
-It has the effect of enhancing the effect of improving the dullness of glucoside in a pharmaceutical system. This is because the physicochemical properties of 6-acyl ascorbic acid-2-glucoside have a hydrophilic group and a lipophilic group, and thus act as a surfactant. There is a tendency that the orientation toward the site where the action is to be taken tends to be small, and such a tendency can be improved by adding 1,3-butanediol which is an essential component of the cosmetic of the present invention. In order to exhibit such an effect, 1,3-butanediol needs to be at least 3% by weight, preferably 4% by weight or more based on the total amount of the cosmetic. In consideration of the effects on formulation flexibility and stability, the upper limit is 10% by weight, and more preferably 7% by weight. That is, the content of 1,3-butanediol in the cosmetic of the present invention is preferably 3 to 10% by weight, more preferably 4 to 7%.
% By weight.

(3) Preferred Components of the Cosmetic of the Present Invention For the purpose of further enhancing the effect of 1,3-butanediol, one or two or more polyhydric alcohols selected from the following polyalcohols are used in the present invention. Is preferable. That is, one or more kinds selected from glycerin, diglycerin, dipropylene glycol, 1,2-pentanediol and isopentyl glycol are used. Of these,
Glycerin and diglycerin not only enhance the effect, but also have the effect of improving the barrier function in sensitive skin.
Since 1,2-pentanediol has a preservative-enhancing effect, it is particularly preferable among the above-mentioned polyhydric alcohols because it has an effect of reducing the amount of a preservative and reducing the possibility of occurrence of an allergic reaction due to the preservative. Group. The preferred content of these polyhydric alcohols is 1 to 7% by weight.
And more preferably 2 to 5% by weight.

(4) Cosmetic of the present invention The cosmetic of the present invention is characterized by containing the above essential components and optionally preferable components. The cosmetic of the present invention may contain, in addition to these components, any components usually used in cosmetics. Such optional components include, for example, hydrocarbons such as squalane, petrolatum, microcrystalline wax, jojoba oil, carnauba wax, esters such as octyldodecyl oleate, triglycerides such as olive oil, tallow, coconut oil, and stearic acid. Oleic acid, fatty acids such as ritinoleic acid, higher alcohols such as oleyl alcohol, stearyl alcohol, octyl dodecanol, anionic surfactants such as sulfosuccinates and sodium polyoxyethylene alkyl sulfate, and amphoteric surfactants such as alkyl betaine salts Agents, cationic surfactants such as dialkylammonium salts, sorbitan fatty acid esters, fatty acid monoglycerides, their polyoxyethylene adducts, polyoxyethylene alkyl ethers, polyoxyethylene Examples include nonionic surfactants such as fatty acid esters, polyhydric alcohols such as propylene glycol and polyethylene glycol, thickening / gelling agents, antioxidants, ultraviolet absorbers, coloring agents, preservatives, and powders. can do.
The cosmetic of the present invention can be applied without any particular limitation as long as it is a commonly known portable one.
Basic cosmetics such as emulsions, creams, packs, etc., make-up cosmetics such as under makeup, foundation, white powder, lipstick, blush, hair cosmetics such as tonics, shampoos and rinses, soaps, body shampoos, body lotions, etc. Examples include body cosmetics. The cosmetic of the present invention can be obtained by treating these essential components, preferred components and optional components according to a conventional method. The thus-obtained cosmetic of the present invention is excellent in the effect of improving dullness which cannot be improved by ordinary whitening cosmetics, unlike black and white. Further, even when used by people with so-called sensitive skin who are sensitive to chemical substances, they are very useful because they do not cause irritation or trouble. In addition, pigmentation such as dullness caused by trouble or irritation can be improved.

[0011]

The present invention will be described in more detail with reference to the following examples, but it goes without saying that the present invention is not limited only to these examples.

Example 1 A lotion was prepared according to the following formulation. That is, the ingredients were stirred and solubilized to obtain a lotion. About this lotion, the improvement effect was roughly screened using an ultraviolet pigmentation model using the upper arm. That is, a 2cm x 3cm part is placed on the upper arm
This was irradiated with ultraviolet rays of 1/3 of the minimum erythema irradiation amount once a day for 5 consecutive days to cause pigmentation. One cosmetic was applied to each of the discoloration sites, 0.03 ml once a day for 14 consecutive days. Improvement of pigmentation was determined 24 hours after the last dose. The improvement in pigmentation was determined on the basis of ++: markedly improved compared to the light control, +: clearly improved compared to the light control, ±: slightly improved compared to the light control, −: not improved. Table 1 shows the results. This indicates that the cosmetic of the present invention has a function of enhancing the pigmentation improving effect of 6-acyl ascorbic acid-2-glucoside. (Light control: irradiate light but do not apply lotion.) 6-octanoyl ascorbic acid-2-glucoside 0.1 parts by weight Polyhydric alcohol * 5 parts by weight Sodium hyaluronate 0.1 part by weight Sulfation Trehalose sodium 0.1 part by weight Heparin-like substance 0.1 part by weight Kujin extract 1 part by weight Royal jelly 0.1 part by weight Birch extract 0.1 part by weight Kingginka extract 0.1 part by weight Rosemary extract 0.1 part by weight Sage extract 0.1 parts by weight Ethanol 5 parts by weight Methyl paraben 0.1 parts by weight Water 87.9 parts by weight * Details are shown in Table 1.

[0013]

[Table 1]

Examples 2 to 7 A lotion was prepared according to the following formulation. That is, the ingredients were stirred and solubilized to obtain a lotion. This was examined for color change using an aged colored guinea pig. This model is a model for evaluating not only pigmentation but also color tone (appearance color) due to morphological change due to aging. That is, the back of a group of 6 old colored guinea pigs (24 weeks old, male) was shaved,
A site of 1.5 cm × 1.5 cm was prepared, and the lotion was applied once a day for 0.01 ml continuously for 14 days, and 24 hours after the final administration, ++: the color tone was significantly brighter than the untreated site. , +: The color tone is clearly brighter than the untreated site,
±: The color tone was slightly brighter than the untreated site, and −: the color tone was not brighter than the untreated site.
Table 2 shows the results. This indicates that the cosmetic of the present invention preferably contains glycerin, diglycerin, dipropylene glycol, 1,2-pentanediol and isopentyl glycol in addition to 1,3-butanediol. 6-octanoyl ascorbic acid-2-glucoside 0.1 part by weight Polyhydric alcohol ** 5 parts by weight 1,3-butanediol 5 parts by weight Sodium hyaluronate 0.1 part by weight Sodium sulfated trehalose 0.1 part by weight Heparin Similar substances 0.1 parts by weight Kujin extract 1 part by weight Royal jelly 0.1 part by weight Birch extract 0.1 part by weight Kingkinka extract 0.1 part by weight Rosemary extract 0.1 part by weight Sage extract 0.1 part by weight Ethanol 5 parts by weight Parts 0.1 parts by weight of methyl paraben 82.9 parts by weight of water ** Details are shown in Table 2.

[0015]

[Table 2]

Example 8 The irritation of the lotions of Examples 1 to 7 was examined using a guinea pig damaged skin model. That is, the back of a group of five Hartley white guinea pigs was shaved and stripped five times with a gum tape to prepare a damaged skin model. This was subjected to a closed patch of the lotion of the present invention for 24 hours. One hour after patch removal, skin response was determined by Draize's criteria. That is, ++: reaction with edema, +: reaction with clear erythema, ±: reaction with weak erythema,-: no response. The results confirmed that all animals were unresponsive, and that the cosmetics of the present invention could be used safely even in skin conditions where irritation was easily felt.

Example 9 Using the lotion of Example 2,
Four people with sensitive skin suffering from dullness used it for 2 months, but they could be used without causing skin troubles, and all four people showed a clear improvement in dullness. Supported.

<Example 10> As shown below, 6
-The effect of improving dullness was observed as in Examples 1 to 7 by changing the type of acyl ascorbic acid-2-glucoside. As a result, ++ was 3 cases and + was 3 cases. 6-decanoyl ascorbic acid-2-glucoside 0.1 part by weight Glycerin 5 parts by weight 1,3-butanediol 5 parts by weight Sodium hyaluronate 0.1 part by weight Sodium sulfated trehalose 0.1 part by weight Heparin analogue 0. 1 part by weight Kujin extract 1 part by weight Royal jelly 0.1 part by weight Birch extract 0.1 part by weight Kingginka extract 0.1 part by weight Rosemary extract 0.1 part by weight Sage extract 0.1 part by weight Ethanol 5 parts by weight methyl paraben 0. 1 part by weight Water 82.9 parts by weight

<Example 11> As shown in the following formula,
-The effect of improving dullness was observed as in Examples 1 to 7 by changing the type of acyl ascorbic acid-2-glucoside. As a result, ++ was 3 cases and + was 3 cases. When the results of Example 10 and the results of Example 2 are combined, it is understood that an octanoyl group is particularly preferable as the acyl group. 6-dodecanoyl ascorbic acid-2-glucoside 0.1 part by weight Glycerin 5 parts by weight 1,3-butanediol 5 parts by weight Sodium hyaluronate 0.1 part by weight Sodium sulfated trehalose 0.1 part by weight Heparin analogue 0. 1 part by weight Kujin extract 1 part by weight Royal jelly 0.1 part by weight Birch extract 0.1 part by weight Kingginka extract 0.1 part by weight Rosemary extract 0.1 part by weight Sage extract 0.1 part by weight Ethanol 5 parts by weight methyl paraben 0. 1 part by weight Water 82.9 parts by weight

Example 20 According to the following formulation,
An emulsion was made. That is, the components (a), (b) and (c) are each heated to 70 ° C., (b) is added to (b) for neutralization, and (c) is gradually added and emulsified. To give an emulsion. This product had excellent dullness-improving action in addition to excellent safety. B) 6-octanoyl ascorbic acid-2-glucoside 0.1 part by weight Acrylic acid / (C10-30) alkyl acrylate copolymer (Pemrene TR2) 0.3 part by weight 1,3-butanediol 4 parts by weight Glycerin 3 parts by weight Part 1,2-pentanediol 3 parts by weight Xanthan gum 0.1 part by weight Water 39.5 parts by weight b) Potassium hydroxide 0.2 parts by weight Water 36.8 parts by weight C) Squalane 5 parts by weight Jojoba oil 5 parts by weight Undecylene Acid monoglyceride 3 parts by weight

[0021]

According to the present invention, it is possible to provide a cosmetic which is useful for improving dullness.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Mitsuo Kawai Inventor, 560 Kashio-cho, Totsuka-ku, Yokohama-shi, Kanagawa Prefecture Pola Chemical Industry Co., Ltd. Pola Chemical Industry Co., Ltd. Pola Yokohama Laboratory (72) Inventor Seiji Sugiyama 27-1 Takashimadai, Kanagawa-ku, Kanagawa-ku, Kanagawa Prefecture Pola Chemical Industry Co., Ltd. Pola Yokohama Research Center F-term (reference) AC111 AC112 AC121 AC122 AC422 AC482 AD041 AD042 AD092 AD111 AD112 AD201 AD202 AD212 AD312 AD332 AD352 AD641 AD642 BB51 CC01 CC04 CC05 DD23 DD31 EE12

Claims (5)

[Claims] 1. A cosmetic comprising 6-acyl ascorbic acid-2-glucoside and 1,3-butanediol. 2. The cosmetic according to claim 1, wherein the acyl group of 6-acyl ascorbic acid-2-glucoside is an aliphatic acyl group having 6 to 20 carbon atoms. 3. The cosmetic according to claim 1, further comprising one or more selected from the following polyhydric alcohols. (Polyhydric alcohol) glycerin, diglycerin, dipropylene glycol, 1,2-pentanediol, isopentyl glycol 4. The cosmetic according to claim 1, which is for improving dullness. 5. The cosmetic according to claim 1, wherein the cosmetic is for sensitive skin.