JPS62108804A - Cosmetic - Google Patents

Abstract

PURPOSE:A stable cosmetic having improved beautifying action and improving action on chapped skin, using a 2-hydroxybenzophenone compound as an ultraviolet light absorber, containing kojic acid and/or its salt. CONSTITUTION:A cosmetic, especially beautifying cosmetic, containing kojic acid and/or its salt (0.01-15wt% based on blended components) and one or more 2-hydroxybenzophenone compounds (e.g., 2-hydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, etc.,) shown by the formula (A-E are H, 1-8C acyl, 1-18C alkyl, 1-2C alkoxy, OH, sulfonic group, sulfonate or carboxyl group) (0.01-25wt% based on blended components). Further addition of a water-soluble substance to the cosmetic shows preferable skin adjusting effect.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to cosmetics that are excellent in whitening and improving skin roughness, and more particularly to cosmetics that are stably blended with kojic acid.

Traditionally, kojic acid has been used in whitening cosmetics, and has achieved certain effects. That is, as disclosed in Japanese Patent Publication No. 32-8100, Japanese Patent Publication No. 53-3538, Japanese Patent Publication No. 56-18569, etc., they have been added to cosmetics alone or together with other whitening ingredients.

However, kojic acid itself is chemically unstable, and the diacid decomposes or changes in quality, resulting in deterioration in quality and coloration. As a preventive measure against these problems, attempts have been made to stabilize kojic acid by derivatizing it. In other words, Japanese Patent Application Publication No. 1983
-7710, JP-A-56-79616, JP-A-58
As disclosed in Japanese Patent Publication No. 22151-22151 and Japanese Patent Publication No. 58-22152, this whitening cosmetic uses an esterified product of kojic acid. Although these attempts achieved some results, they were unable to prevent yellowing and contamination caused by exposure to sunlight and other light rays. In addition, there is no other whitening ingredient that can achieve both effectiveness, safety, and stability, and a new whitening cosmetic has been needed.

The inventors of the present invention have been aware of the above-mentioned current situation and have conducted extensive research to solve these problems. First, they have investigated many substances such as antioxidants and ultraviolet absorbers, and have found that they have not found favorable results even when added to foodstuffs. I couldn't.

Next, when we investigated ultraviolet absorbers, we found that similar results were not obtained with urocanic acids, benzoic acid conductors, cinnamic acid conductors, etc., but we discovered that some benzophenone compounds had favorable effects. , as a result of extensive research, we found that 2- expressed by the general formula (1) below.
It has been found that a cosmetic containing a hydroxybenzophenone compound and kojic acid can solve the above-mentioned problems.

The present invention is based on this knowledge.

The present invention will be explained in detail below.

The present invention relates to kojic acid and/or its salt and the following general formula (1).
The 2-hydroxybenzophenone compound represented by
The present invention relates to cosmetics characterized by containing one or more types.

General formula (1) (In the formula, A-E are the same or different, and each represents hydrogen, an acyl group having 1 to 8 carbon atoms, an alkyl group having 1 to 1 B carbon atoms, an alkoxy group having 1 to 2 carbon atoms, and a hydroxyl group. , a sulfonic acid group, a sulfonate, and a carboxylic acid group.) Kojic acid (also referred to as kojic acid) applied to the present invention has a chemical name of 5-oxy-2-oxymethyl-γ-. Piron (C6H
604) and is mainly obtained by extraction and/or recrystallization from the fermentation liquid of microorganisms such as Aspergillus, but of course it can also be obtained by synthetic methods or by other methods. Commercially available kojic acid and its salts can also be used.

In addition, it is essential that the above-mentioned general formula (1) applied to the present invention is soluble in oil, has a benzoenone skeleton, and has one or more phenolic hydroxyl groups in the molecule. It is. Almost all benzophenone compounds can be used as long as this condition is satisfied. Specific examples include 2-hydroxybenzophenone, 2,4-
Dihydroxybenzophenone, 2,4-dihydroxybenzophenone-5-sulfonic acid, 2.2-. 4-trihydroxybenzophenone, 2.2", /1°4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2'-
Dihydroxy-4,-methoxybenzophenone, 2,2
'-dihydroxy-4,4'-dimethoxy-5-sulfobenzophenone sodium salt, 2,2', 4-trihydroxy-4'-methoxybenzophenone, 2-hydroxy-4methoxybenzophenone, 2-hydroxy-4
Examples include methoxy-4'-methylbenzophenone,
Particularly preferred are those containing one or a mixture of two or more of these, or those having two or more phenolic hydroxyl groups in the molecule.

In the present invention, it is important to contain both the above-mentioned kojic acid and benzophenone compound, and cosmetics containing only one of them will not have the desired effects of the present invention, that is, excellent whitening and skin beautifying effects. , and safety;
Therefore, it is not possible to achieve excellent stability. The above-mentioned effects unique to the present invention are thought to be primarily due to the stabilizing effect of kojic acid by benzophenone compound 1, but this is not only due to the effect of simply blocking ultraviolet rays. This is clear from the fact that other known ultraviolet absorbers have little effect on stabilizing kojic acid.

Further, a cosmetic containing a water-soluble polymer substance in addition to the above-mentioned kojic acid and benzophenone compound (1) has a more preferable skin-conditioning effect.

This is thought to be due to the fact that it eventually migrates to the stratum corneum and increases transdermal absorption. Such water-soluble polymer substances include those with a molecular ff of 12,000 or more, such as:
Polypeptide, water-soluble collagen, mucopolysaccharide, chondroitin sulfate or its salt, hyaluronic acid or its salt, gum trade, casein, dextrin, gelatin, pectin,
Examples include polyethylene glycol, among which 1
A species or two or more species may be used.

Next, the cosmetics provided by the present invention include creams, milky lotions, lotions, powders, lip balms, lip colors, under makeup, sun care, and many other cosmetics. The amount of kojic acid is selected arbitrarily depending on the properties of the cosmetic, but usually the amount of kojic acid is approximately 0.0% of the total cosmetic composition.
1 to 15% by weight, benzophenone compound ■ is approximately 0.
01-2) 5 It is preferable that it is 1% by weight. If the amount is less than 0.01%, the desired results of the present invention cannot be obtained, and although there is no particular upper limit, if a large amount is added, a sticky feeling may result, which is not desirable for cosmetics. Sometimes. Further, the amount of the water-soluble polymer substance blended is approximately 08O01 to 10% by weight based on the total weight.

Next, the method of compounding is to incorporate the kojic acid and benzophenone compound (2) as is or by dissolving it in water, alcohol, polyhydric alcohol, etc. into cosmetics in the same manner as conventional medicinal ingredients. I can do it.

In addition to the kojic acid and benzophenone compound I mentioned above and water-soluble polymeric substances, the cosmetics according to the present invention also contain additives commonly used in cosmetics, such as oils and fats, surfactants,
Antioxidants, fragrances, pigments, alcohols, polyhydric alcohols, preservatives, sunscreen agents, water, humectants, and the like can be blended.

(Blank above) Next, in order to prove the superiority of the present invention, a photostability test was conducted, and the results of the discoloration test are shown in Table 1, and the results of the survival rate test are shown in Table 2.

The test method is as follows.

<Specimen> (Hereinafter referred to as parts by weight) A (Product of the present invention) 0.5 part of Co-cujic acid and 0.5 part of 2-hydroxy-4-methoxybenzophenone were dissolved in 99 parts of propylene glycol.

B (product of the present invention) 0.5 part of kojic acid and 2.2 parts.

4.4'-Tetrahydroxybenzophenone O25 dissolved in 99 parts of propylene glycol.

C (product of the present invention) 0.5 part of kojic acid and 2-hydroxy-
4-methoxybenzophenone-5-sulfone l O,5
1 part dissolved in 99 parts of propylene glycol.

D (reference product) 0.5 part of kojic acid and 0.5 part of 2-ethylhexyl-paradimethylaminobenzoate were dissolved in 99 parts of propylene glycol.

E (control crystal) 5 parts of Kouji I O was dissolved in 99.5 parts of 11-copylene gelicol.

Discoloration test: Separately test each of the above samples A to F with IJ7 of 207! Weigh out the ingredients into a screw tube, 3 items each per inspection.
This was irradiated with xenon lamp light at 25°C for 16 hours. The xenon lamp is Ruri xenon tester XP-
Using a 60S model, the light energy received at the sample surface with a lamp output of 5KW is approximately 1200μΔ/#2/sec, and its wavelength is similar to that of sunlight. The specimen is shown in Gardner method-1.The numbers in the table are Gardner number 1, and the larger the number, the darker the yellow color.

Residual rate test: For each of the same three samples (light-irradiated and photo-illuminated products) used in the above discoloration test, methanol was added to each sample to make 10 ml, and the sample was used as a sample for HPLC. Quantify kojic acid by chromatographic method,
The residual rate was calculated using the formula below, and the average value of each three samples was calculated in Table 2.
Shown below. The higher the residual percentage of kojic acid, the better the stability. The column is made of silica gel and the detection wavelength is Uv290 nm.

Kojic acid residual rate (%) Table 1 Table 2 As described above, in the present invention, kojic acid is stabilized and does not absorb light such as sunlight or fluorescent light.
The product of the present invention also exhibits an excellent effect in preventing yellowing of cosmetics using kojic acid, and the reference and control products showed a higher level of resistance in light-irradiated samples than in light-irradiated samples. A very clear yellow coloration occurred, which was at a level that would significantly impair its commercial value as a cosmetic. On the other hand, in the present invention, this yellowing is significantly suppressed and is at a level that poses no problem in practical use.

Next, the cosmetics applied to the invention were subjected to sensory evaluation after continuous use for 20 days in a clinical test, and the results are shown in Table 3. At this time, the late emulsion of Example 2 was used as the product of the present invention, and the emulsion of Example 2 from which the kojic acid and benzophenone compounds were removed was used as a control product.

The test method is as follows.

Clinical test: A panel of 20 people of both genders applied the control product to the inside of the left upper arm and the invention product to the inside of the right upper arm twice a day in the same way as in normal use, for 30 days. After continuing,
The four sensory evaluation items of skin firmness, luster, smoothness, and dullness are planned based on the following criteria.
The average value of 20 people was used as the evaluation score.

(Below the margin) (Below the margin) Skin firmness /2 ← → Lack of luster ← → Some imperfections
If it's always the case
The cosmetics applied to the present invention exhibit favorable effects on skin firmness, luster, smoothness, dullness, etc. when applied to the skin, and are particularly effective in improving skin firmness. It is essential because it has a remarkable effect on keeping the skin in good condition and improving dullness of the skin.

"Example" Next, an example of the present invention will be shown. Hereinafter, the ingredients are in parts by weight.

Example-1 Emollient Cream (A) Cetanol 2.0 Gy
Row
5.0 Liquid paraffin 7.0
Olive oil 1B, O stearic acid 7,0 sorbitan monostearate 4.0 polyoxyethylene monostearate 4.0 sorbitan phosphate (20EO) 2.2-. 4.4'-tetra 0.5 hydroxybenzophenone, (B) kojic acid 5.0 propylene glycol 10,0 ethyl paraben 0,1 refined water
36,0 (C) Fragrance
Mix the above formulation (A) at 80'C.

The above formulation (B) was mixed and heated in the same manner, and 80'
Add C and homogeneously emulsify with a homomixer, add the above (C) and cool to obtain a product.

Example-2 Emulsion (A) Beeswax
1.0 cetanol
1,0 Lanolin
30 stearin!
2.0 liquid paraffin
7.0 Olive oil 3.0 Polyoxyethylene monoolein 20 acid ester (
10E, O,) 2-hydroxy-4-methoxy 0.7 Penzophenone fragrance
Appropriate amount (B) Kojic acid 0.9
Hyaluronic acid 0.7 Glycerin 4.0 Propylene glycol 4.0 Triethanolamine 1.0 Methylparaben
0.3 Purified water
69. O1 Mix and heat the above formulation (B) to 70°C.

The above formulation (A>) was mixed and heated in the same manner to this, and 70
Add 'C' and emulsify it uniformly with a homomixer.
Cool it and use it as a product.

Example-3 Stain removal lotion (A) 95% ethanol 30.01
．． 3 Butylene glycol 4.0 Ethyl adipate 2.0 2-Hydroxy-4 methoxy O,0S-4'-methylbenzophenone Jojoba oil 1.0 PolyA xyethylene hydrogenated castor oil (50E, 0.) 1.0 Fragrance
fee
0.2 (B) Kojic acid 0.1
2.2'-dihydroxy-'l, 0.0541-dimethoxy-5-sulfobenzophenone sodium salt Citric acid 0.1 Sodium citrate 01 Purified water
60.6 The above formulation (
A) was stirred and dissolved, and the above formulation (B) was added and mixed to obtain a transparent liquid stain removal lotion.

Example-4 Lotion (A>Ethanol 12.0 Glycerin 2.0 Comenthol 0.02 Polyoxyethylene 0.5 Hydrogenated castor oil (50E
, 0.1 2-hydroxy-4-methoxy 0.3 hensifenone fragrance
Appropriate amount (B) Sodium kojate 0.
02 Hydrolyzed collagen 0.05ri
enoic acid
0.1 Sodium citrate
0.2 Methylparaben 0.1
Allantoin 0.1 Purified water 84.5
The above formulations (A) and (B) were dissolved by heating, and (B) was dissolved in (
A> is added and solubilized to produce a product.

Example-5 Whitening Powder D ~ Mannit 63.0 Potassium Kojic Acid "Kum" 15.0 Squalene
1.0 Vitamin C dipalmitate
1.02-Hi1~Roxy4-Methoxy 20
．． 0-benzophenone-5-sulfonic acid fragrance Mix and stir an appropriate amount of the above formulation to make it homogeneous, and prepare the product.

Claims (5)

[Claims] (1) A cosmetic containing kojic acid and/or a salt thereof and one or more 2-hydroxybenzophenone compounds represented by the following general formula (1). General formula (1) ▲ Numerical formulas, chemical formulas, tables, etc. ▼ (1) (In the formula, A to E are the same or different, and each represents hydrogen, an acyl group having 1 to 8 carbon atoms, and an alkyl group having 1 to 18 carbon atoms. group, an alkoxy group having 1 to 2 carbon atoms, a hydroxyl group, a sulfonic acid group, a sulfonate, and a carboxylic acid group.) (2) The 2-hydroxybenzophenone compound represented by the above general formula (1) is 2-hydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4, 4'-
dimethoxy-5-sulfobenzophenone sodium salt,
Claim 1 selected from 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
Cosmetics listed in section. (3) The total amount of kojic acid and/or its salt in the total weight of the cosmetic is 0.01 to 15% by weight, and the 2-hydroxybenzophenone compound represented by the above general formula (1) is The total amount of one or more types added is 0.
The cosmetic composition according to claim 1, wherein the content is 01 to 25% by weight. (4) The cosmetic according to claim 1, wherein the cosmetic is a whitening cosmetic. (5) The cosmetic according to claim 1, which contains a water-soluble polymeric substance.