JPS61100511A - Skin cosmetic - Google Patents

Abstract

PURPOSE:A skin cosmetic stable for a long period, providing improved preventing effect on chapped skin, preventing effect on aging of skin, beautifying and whitening effect, free from undesirable side effects and sin irritation, containing a 6-O-lower acylascorbic acid-2-sulfuric ester salt. CONSTITUTION:A cosmetic containing 0.05-20wt% 6-O-lower acylascorbic acid-2-sulfuric ester salt (e.g., Na salt, Mg salt, etc. of 6-O-acetylascorbic acid-2- sulfuric ester, 6-O-pivaloylascorbic acid-2-sulfuric ester, etc.). Since the ascorbic acid derivative has proper hydrophilic nature and liophilic nature, and improved stability, compatibility, emulsion stability, and safety to the human body, so it can provide a cosmetic having stability with time and good touch with im proved feeling free from skin irritation.

Description

Detailed Description of the Invention (Industrial Field of Application) The present invention relates to skin cosmetics containing specific ascorbic acid derivatives described below, and more specifically, to skin cosmetics containing the specific ascorbic acid derivatives described below, and more specifically to skin cosmetics that have unfavorable side effects and Bl skin irritation on the human body, and which have long-term effects. Stable even when stored
Moreover, the present invention relates to a skin cosmetic that can simultaneously exhibit and provide an excellent effect of preventing rough skin, an effect of preventing aging on the skin, and an excellent whitening effect.

(Prior Art) Aging skin loses flexibility and strength, increases wrinkles in the skin layer, becomes dry and rough skin with no smoothness, and exfoliation of keratin cells is observed.

Recently, many cosmetics have been proposed to prevent skin aging, but none have been found to be sufficiently effective.

On the other hand, in order to restore sunburned skin to a healthy complexion, it is said that it is necessary to lighten the increasing amount of melanin pigment formed and inhibit tyrosinase activity during the melanin production process.

As an active substance for whitening cosmetics that apply these principles,
Several ascorbic acid attractants have been studied, and 8-mono-linear fatty acid esters and 2,6-di-linear fatty acid esters of ascorbic acid have been proposed.
f191, Special Publication No. 45-28684). However, when applied to cosmetics, there are drawbacks such as problems in stability over time, discoloration and odor, and an inability to obtain excellent whitening effects.

On the other hand, the WL acid ester of ascorbic acid proposed in JP-A-50-1) 7945 has fairly good stability, but does not exhibit a sufficient whitening effect when applied to cosmetics.

As described above, there has not yet been found an excellent skin care cosmetic that can simultaneously exhibit and impart an effect of preventing skin roughness, an effect of preventing skin aging, and a skin whitening effect.

(Problems to be Solved by the Invention) The object of the present invention is to be stable even when stored for a long period of time, and to prevent discoloration and odor.
It beautifies the body, increases attractiveness, keeps the skin healthy, and can simultaneously express and impart skin anti-aging effects and whitening effects without causing a decrease in activity, without abrading the skin, and giving a good feel. Our goal is to provide excellent skin cosmetics.

(Means for Solving the Problems) The object of the present invention is to provide a 6-0-class acylascorbic acid 2-sulfate salt (hereinafter abbreviated as the ascorbic acid derivative of the present invention for convenience). This is achieved by a skin cosmetic containing the following.

The ascorbic acid derivative (6-0-lower acylascorbic acid-2-sulfuric acid ester salt) of the present invention is a known compound in which 6-0-u acylascorbic acid or the like is converted into a sulfur trioxide trimethylamine complex. ,
6-〇-lower acylascorbin m produced by reaction with sulfuric anhydride, chlorsulfonic acid, etc. (sulfuric acid esterification)
-2-(ilM, u ester, sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide, barium hydroxide, ammonium hydroxide, monoethanolamine, jetanolamine, triethanolamine, monoisopropanolamine It can be obtained by reacting (salt formation reaction) with a base such as , diinfluorinolamine, or triinpropanolamine.

6-0-acetylascorbin k -2-m ("2 ester, 6-0-propionyl ascorbin moiety t-2-sulfuric ester, 6-0-n-butyryl ascorbin 1l-
2-sulfuric acid ester, 6-0-isobutyryl ascorbic acid #y-2-[2 ester, 6-0-n-valeryl ascorbic acid-2-Kk ester, 6-0-iso-valeryl ascorbic acid-2 -sulfuric acid ester, 6-0-methylbutyryl ascorbic acid 2-kinut, acid ester or 6-
Sodium salt, potassium salt, magnesium salt, calcium salt, barium salt, ammonium salt, monoethanolamine salt, jetanolamine salt, triethanolamine salt of 0-pivaloyl ascorbic acid-2-&/L acid ester, Monoisopropanolamine salts, diisopropanolamine salts, triisopropanolamine salts, etc. are preferred.

In the present invention, n1) ascorbic acid derivatives of the present invention are blended into a skin cosmetic base each alone or as a combination of two or more. The formulation (No. 1 varies depending on the form (type) of skin cosmetics, but the overall formulation is usually 0.05 to 2Ofi, with the total amount of prescription ingredients of our cosmetics as the crystal standard (the same applies hereinafter). Within the range of %.

@I The specific range of blended tIL is 0.05 to 10 for creamy (emulsified) cosmetics! m% (preferably 1 to 5 weight %), 0.05 to 10 for PL liquid cosmetics
% of heavy adhesion (preferably 1 to 5: Jli %), and 0.05 to 2.0 % of aqueous transparent liquid cosmetics (preferably 0.
．． 1 to 1.0%), and 0.05 to 20 for oily cosmetics.
weight% (preferably 1-15 weight%), cake-like cosmetics 0.05-17% by weight (preferably 3-iom41)
:%), 5 to 20 weight % (preferably 7 to 15 weight %) for powdered cosmetics, and 0.1 to 8 weight % (preferably 0.5 to 2 weight %) for pack agents.

The cream or emulsion cosmetic of the present invention may be
'The ascorbic acid derivative of the present invention is blended into the base of a known cream or emulsion skin cosmetic such as pine surge cream, cleansing cream, skin cream, andesi cream, and milky lotion. obtained by. A known method can be used for the blending method.

Base emulsifiers that can be used in the base of the cosmetic include:
For example, synthesis of ordinary nonionic surfactants, anionic surfactants, amphoteric surfactants, etc.>L colorants, lecithin, sugar fatty acid esters, higher acyl glutamates,
Natural surfactants such as pectin, karaya gum, locust bean gum, glycyrrhizin (mono-18α or mono-18β) acid or its alkali metal salts, ammonium salts, water-soluble collagen (polypeptide), sodium bentonite, etc. Known emulsifiers may be mentioned.

The amount of emulsifier added is usually 0.0 for every 1.1 of the total prescription ingredients.
It is within the range of 5 to 5%.

The oily substance for the base material is an oily substance for skin W9 cosmetics, such as vegetable oils, animal oils, higher fatty acids, higher alcohols, synthetic ester oils, waxes, silicone oils, and the like.

The blending amount of such an oily substance as a base material is usually 5 to 60 mM% based on the total amount of prescription ingredients.

Other ingredients that may be blended include fragrances, preservatives, pigments, etc., as well as skin nutrients, moisturizers, UV inhibitors,
0 pea adjustment may be applied.

C. The ascorbic acid derivative of the present invention has good stability, compatibility with oily bases, emulsifying properties, etc., so it is easy to design formulations for emulsifying cosmetics, and it also has anti-aging effects, whitening effects, and emulsifying properties. Products with good stability, storage stability, viscosity (hardness) stability, appearance (texture, gloss), elongation and sensitivity during use can be easily obtained.

The aqueous transparent liquid cosmetic composition of the present invention can be obtained by blending the ascorbic acid derivative of the present invention as required into a base such as ordinary lotions or film-type packs. In this case, the ascorbic acid derivative of the present invention may be mixed with water or water-
It is easy to solubilize in alcohol and is stable, so it is extremely easy to design formulations, and it is easy to create transparent lotions and transparent film-type whitening packs that stably maintain skin anti-aging and whitening effects. can be obtained.

In addition to conventional bases such as ethanol and film agents, the aqueous transparent liquid whitening cosmetic base contains fragrances, colorants, preservatives, and if necessary, skin nutrients, moisturizers, pH adjusters, etc. Can be mixed.

The oily whitening cosmetic composition of the present invention can be obtained by adding an appropriate amount of the ascorbic acid tA EJ of the present invention to a liquid oily base material as described below, and uniformly dissolving the mixture. Examples of the liquid oil base include almond oil, olive oil, sesame oil, safflower oil, mink oil, avocado oil,
Examples include jojoba oil, inpropyl palmitate, isopropyl myristate, oleyl alcohol, instearyl alcohol, octyldodecanol, and the like.

Among these, oily substances that are easily soluble in sebum are particularly preferred.

The oily whitening cosmetic composition of the present invention has a substantially transparent highly fluid oily state and is non-aqueous. As mentioned above, the ascorbic acid derivative of the present invention has excellent solubility and stability, so it is completely dissolved in the liquid oily base, and there is no decrease in activity even after long-term storage. , it can exhibit excellent skin anti-aging effects and whitening effects.

The cake-like cosmetic composition of the present invention is produced by a known process using a printing material and the ascorbic acid derivative of the present invention, or a conventional oil-based substance for cosmetics, as main components.

The powdered whitening cosmetic of the present invention can be obtained by adding the ascorbic acid derivative of the present invention to a conventional powder base material such as starch, milk layer, mannitol, precipitated calcium borate, etc., and uniformly kneading the mixture. Manufactured by.

(Function) The ascorbic acid derivative in the present invention has appropriate hydrophilicity and lipophilicity, and has good stability in cosmetic systems, compatibility with cosmetic base materials, emulsifying properties, and safety for the human body. This makes it easy to design formulations for skin cosmetics, and it is also possible to provide cosmetics that have good stability over time, have a good feeling, and give a good &8'@ without need for skin buildup. .

When the skin cosmetic of the present invention is applied to the skin 15, the ascorbic acid derivative of the present invention quickly dissolves and diffuses into the sebum and easily penetrates the sebum, promoting the activity and metabolism of the skin tissue, and as a result. In addition to exhibiting the above-mentioned skin aging prevention effect, it can also successfully inhibit the activity of tyrosinase in skin tissue, and exhibit an excellent skin whitening effect.

(Example) Hereinafter, the present invention will be explained in more detail with reference to Examples.

In addition, parts shown in Examples are parts by weight, and % is 72M%. Test methods for improving rough skin, keratin improving effect, sensory effect, whitening effect, storage stability, etc. are as follows.

(1) Test method for measuring the effect of improving rough skin The effect of continuous application for 4 weeks was investigated on 20 middle-aged and elderly subjects who had rough skin on their lower legs. Approximately 1 y of chemical compound sample was applied to the test site of the left lower leg of the subject twice a day, and the condition of the skin before and after the test was evaluated according to the criteria in Table 1. No sample was applied to the right lower leg, which served as a control.

Table 1 Judgment criteria for skin dryness m: Normal ±: Slight dryness, no desquamation (12 desquamation, desquamation) 1 degree ++: Dryness, moderate desquamation Summer +++: Dryness, marked desquamation Test site and control site before and after the test Compare the judgment results and if the skin dryness has improved by two or more levels (e.g. +→-1)
++→±) was considered "effective," one level of improvement was considered "slightly effective," and no change was considered "ineffective." There were no cases of skin dryness progressing during the test period.

(2) Test method for measuring the effect of keratin improvement (increasing the anti-exfoliation properties of keratinocytes) A Scotch tape (Tiban mending tape) was adhered to the skin of the test area before and after the start and end of the rough skin improvement measurement test described above. When the tape was peeled off, the condition of the corneocytes attached to the tape was examined in detail using a scanning electron microscope paddle.9JS2
Anti-exfoliation properties of skin keratinocytes were separated according to the criteria in the table, and keratin improving effects were determined.

Table 2 Judgment criteria for keratin improving effect (increased anti-scratch property of keratinocytes) Evaluation points 1 Two scales not recognized # 2: Small scales scattered 8: Small to medium scales noticeable 4: Large scales noticeable Table 2 shows 4 When the difference between the evaluation score of the test site and that of the control site after weekly continuous application was 2 points or more, it was considered "effective," when it was 1 point, "somewhat effective," and when it was 0 points, "ineffective."

In addition, there were no cases in which the 8.T score of the test U site was higher than that of the control site.

The exfoliation properties of these corneocytes serve as an index for determining the structural properties of the stratum corneum, and in general, in dry skin and aging skin, the amount of intercellular bonds is weak and the density of the structure is poor. It has been confirmed that the index is high because the index is also low.

(3) Sensory effect panel test The sample was applied to the faces of 50 middle-aged (80-50 years old) female panelists twice a day for two consecutive months, and each panelist was tested before and after the test drive. The condition of the skin was evaluated in terms of "wrinkle smoothing effect,""effect on firmness," and "effect on moist feeling."

(4) Panel test of skin whitening effect The sample was applied to a panel of 20 female subjects suffering from dark skin, age spots, and freckles for 2 months once in the morning and once every day on Samurai Days, resulting in ``4 effects.''
, was judged either "somewhat valid" or "impeachable" by Panera himself.

(51 Storage stability test (40℃, after 6 months of cosmetics!
Qualitative) Cosmetic samples were stored in a constant temperature room at 40°C for 6 months, and then examined for changes in appearance (separation, coloring, etc.), odor, etc. using specialized test equipment by 8 people.

Example 1 Prescription ■ 6-0-pivaloylascorbic acid-2-arsenic acid ester sodium salt 4.0 parts ■ Squalane 25.0 ■ Microcrystalline wax 5.00 Olive oil
8.0 ■ Xanthan gum
1.0 ■ Monoammonium glycyrrhizinate 0.8 ■ Methylparaben
0.2 ■ Purified water
61.5■Fragrance suitable
Amount: A 0/W type Komaruji Sun creamy cosmetic was obtained using the above-mentioned formulation in a conventional manner. The test results for this cosmetic are shown in Table 8 below.

Example 2 A creamy cosmetic was obtained. The test results of this cosmetic needle are shown in Table 8 below. Comparative Example 1 6-0-pivaloylascorbic acid-2-22 Example 1
A comparative creamy cosmetic was obtained in the same manner as above. The test results for this cosmetic are shown in Table 8 below.

Comparative Example 2 5.6. -0-Impropylidene ascorbic acid-2-Research, ? A comparative cream cosmetic was obtained in the same manner as in Example 1, except that the ester sodium salt was used. The test results for this cosmetic are shown in Table 8 below.

Table 8 Example 3 Prescription Magnesium monosulfate salt ■ Stearic acid 2.5 ■ Liquid paraffin 5.00 Behenyl alcohol 0.9・■ Vaseline
0.5 ■ Sorbitan monolaurate 0.5 ■ Polyoxyethylene sorbitan monostearate (20E, O,)
0.5 ■ Glycerin 8.
0 ■ Sodium N-acylglutamate 0.7
[Phase] Methylparaben 0.20 stones 1 pot water 88.2 (9 scents)
A milky lotion cosmetic with a ratio of 0/W1/Rugellon was obtained using the above-mentioned formulation in a conventional manner.

The test results for this cosmetic are shown in Table 4 below.

Comparative Example 8 Same as Example except that 5.6-0-cyclohexylidene ascorbic acid-2-sulfate ester potassium salt was used instead of 6-0-n-valeryl ascorbic acid M-2-sulfate ester magnesium salt. A comparative emulsion cosmetic was obtained in the same manner as in Example 8. The test results for this cosmetic are shown in Table 4 below.

,゛,-゛・Hereinafter, Table 4 Example 4 6-0-n-/(Leryl Ascorbine 1f2-2-
The emulsion cosmetic of the present invention (0/ W type emulsion) was obtained.

The stability of the obtained emulsion cosmetic after 6 months at 40°C is as follows:
The product was in good condition with no coloring or odor. In addition, the results of sensory tests such as wrinkle smoothing effect, firmness effect, and whitening effect were similarly good.

Example 5 Using 6-0-n-butyryl-ascorbic acid-2-acid ester diisopropanolamine salt instead of 6-O-1n-valeryl-ascorbic acid-2-&L acid ester magnesium salt. The same procedure as in Example 8 was carried out to obtain an emulsion cosmetic (0/W type emulsion) of the present invention. The stability of the obtained emulsion cosmetic after 6 months at 40°C was good, with no brown color or odor. In addition, the results of sensory tests such as wrinkle smoothing effect, firmness effect, and whitening effect were similarly good.

Example 6 The same procedure was carried out except that 6-O-pivaloyl ascorbic acid-2-f, G ester ammonium salt was used instead of 6-0-n-valeryl ascorbic acid e-2-choic acid ester magnesium salt. The same procedure as in Example 3 was carried out to obtain an emulsion preparation (0/W type emulzidine) of the present invention.

The stability of the obtained emulsion-like cosmetic after 6 months at 40°C was good, with no discoloration or odor.

In addition, the results of sensory tests such as wrinkle smoothing effect, firmness effect, and whitening effect were similarly good.

Example 7 6-0-pivaloyl ascorbine 6, -2-1? ,Z
1 part of acid ester potassium salt, 5 parts of propylene glycol, 0.5a of polyoxyethylene hydrogenated castor oil (the number of moles of ethylene oxide added is 60 moles).

A lotion of the present invention was obtained by uniformly mixing and dissolving 15 parts of ethanol, 78.5 parts of purified water, and a fragrance base.

The stability of the obtained lotion after 6 months at 40° C. was good, with no stone stones or bad odor. In addition, the prestige of sensory tests such as wrinkle smoothing effect, firmness effect, moisturizing effect, and whitening effect was also good.

Example 8 0.7 parts of 6-0-propionyl ascorbic acid u-2-sulfate barium salt, 0.7 parts of 6-0-iso-butyryl ascorbic acid-2-sulfate triimpropaturamine salt, 18 parts of ethanol A pack agent of the present invention was prepared by a conventional method, having a formulation (composition) of 1 part, 8 parts of glycerin, 2 parts of polyoxyethylene hydrogenated castor oil, 71.6 parts of purified water, and 9 parts of polyvinyl alcohol. The stability of the obtained pack agent after 6 months at 40°C was good with no discoloration, odor, etc. In addition, the results of sensory tests such as wrinkle smoothing effect, firmness effect, moisturizing effect, and whitening effect were also good.

Example 9 15 parts of 6-0-acetylascorbic acid-2-sulfuric acid suprastyric monoethanolamine salt, 80 parts of starch, 5 parts of lactose
5 parts and an appropriate amount of fragrance were uniformly mixed to obtain a powdered cosmetic of the present invention.

This powdered cosmetic was uniformly kneaded into a 10-fold amount of emulsion and applied to the face. When used twice a day for two months, sensory tests such as wrinkle smoothing effect, firmness effect, moisturizing effect, whitening effect, etc. were also favorable.

Claims (2)

[Claims] (1) A skin cosmetic containing a 6-O-lower acylascorbic acid 2-sulfate salt. (2) 6-O-lower acylascorbic acid-2-sulfuric acid ester salt, 6-O-acetylascorbic acid-2-sulfuric acid ester, 6-O-propionyl ascorbic acid-2
-Sulfate ester, 6-O-n-butyryl ascorbic acid-2-sulfate ester, 6-O-isobutyryl ascorbic acid-2-sulfate ester, 6-O-n-valeryl ascorbic acid-2-sulfate ester , 6-O-iso-valeryl ascorbic acid-2-sulfate, 6-O-methylbutyryl ascorbic acid-2-sulfate or 6-O
- Sodium salt, potassium salt, magnesium salt, calcium salt, barium salt, ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt of pivaloylascorbic acid-2-sulfuric acid ester,
The skin cosmetic according to claim (1), which is a monoisopropanolamine salt, a diisopropanolamine salt, or a triisopropanolamine salt.