JP2022173912A - Liquid cosmetic - Google Patents

Abstract

To provide liquid cosmetics that stably contain 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid, are resistant to discoloration over time, and have a good feeling of use.SOLUTION: [A] A liquid cosmetic contains the following components (a) and (b): (a) 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid; and (b) a basic peptide. [B] The liquid cosmetic according to [1] is characterized by that the component (b) is N-β-alanyl-L-histidine.SELECTED DRAWING: None

Description

The present invention relates to liquid cosmetics.

L-ascorbic acid (vitamin C) is known for its whitening effect and is useful as a cosmetic material, but it is unstable and easily oxidized. 2-O-α-D-glucosyl-L-ascorbic acid (L-ascorbic acid-2-glucoside) has been developed as a derivative that is stable and decomposed and absorbed in the body (Patent Documents 1 to 3).

2-O-α-D-glucosyl-L-ascorbic acid is more resistant to oxidation than L-ascorbic acid and has excellent stability, while being easily hydrolyzed in the body and having physiological activity equivalent to that of L-ascorbic acid. are known (Patent Documents 2 and 3), and are expected to be widely applied to cosmetics, foods, and pharmaceuticals. In addition, as an L-ascorbic acid derivative with further improved moisturizing properties, acyl- 2-O-α-D-glucosyl-L-ascorbic acid was developed (Patent Document 4)

Japanese Patent No. 2832848 JP-A-03-135992 JP-A-03-183492 JP-A-11-286497

Discoloration derived from acyl-2-O-α-D-glucosyl-L-ascorbic acid may occur in liquid cosmetics that do not contain large amounts of oil or water-soluble polymers. was difficult. In addition, in cosmetics that contain a large amount of oil, it is necessary to increase the viscosity of the cosmetic by adding higher alcohols or water-soluble polymers to improve stability. Since almost no water-soluble polymer could be incorporated, the stickiness derived from acyl-2-O-α-D-glucosyl-L-ascorbic acid could not be eliminated. In view of the circumstances as described above, the present invention provides a cosmetic composition containing acyl-2-O-α-D-glucosyl-L-ascorbic acid that reduces discoloration over time and provides good sensuality. The challenge is to provide

As a result of extensive research, the present inventors have found that a liquid cosmetic containing 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid and a basic peptide can solve the above problems.

That is, the present invention is as shown below.
[1] the following components (a) and (b);
(a) 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid (b) a liquid cosmetic containing a basic peptide.
[2] The liquid cosmetic according to [1], wherein component (b) is N-β-alanyl-L-histidine.
[3] The liquid cosmetic composition according to [1] or [2], wherein the blending mass ratio of component (a) and component (b) is 5:1 to 1:5.
[4] Any one of [1] to [3], wherein the amount of component (a) is 1 to 5% by mass and the amount of component (b) is 1 to 5% by mass. The described liquid cosmetic.

ADVANTAGE OF THE INVENTION According to this invention, it is a liquid cosmetics. WHEREIN: Discoloration and stickiness with time of an ascorbic acid derivative can be reduced.

The configuration of the present invention will be described below.

In one embodiment of the invention, 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid is an acyl at the 6-position of 2-O-α-D-glucosyl-L-ascorbic acid. The following general formula (1) having a group:

(Wherein, R represents a hydrocarbon group. n is the same as above.)
is a compound represented by

The hydrocarbon group represented by R in the general formula (1) may be a linear, branched or cyclic saturated or unsaturated hydrocarbon group, preferably an alkyl group, an alkenyl group or an alkynyl group. and more preferably a straight-chain alkyl group. The number of carbon atoms in the hydrocarbon group is 3 to 24, 4 to 20, 8 to 20, 12 to 18 when counting the number of carbon atoms in the acyl group, that is, -C(=O)R group. is preferred, and 14-16 is particularly preferred.

In one embodiment of the present invention, the 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid contains unacylated 2-O-α-D-glucosyl-L- as an impurity. It may contain ascorbic acid. 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid is 90 mol% or more, 95 mol% or more, 98 mol% or more, 99 mol% or more, 99.5 mol% or more, 99. A purity of 9 mol % or more is preferred. Unacylated 2-O-α-D-glucosyl-L-ascorbic acid as an impurity is 10 mol% or less, 5 mol% or less, 2 mol% or less, 1 mol% or less, and 0.5 mol%. Hereinafter, it is preferably 0.1 mol % or less, and preferably not substantially contained.

5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid is produced by a method of substituting an acyl group at the 6-position of 2-O-α-D-glucosyl-L-ascorbic acid. As a method for substituting an acyl group at the 6-position, a known method can be used.
As a method for producing 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid, 2-O-α-D-glucosyl-L-ascorbic acid, an organic acid, an acid halide, an acid anhydride, A method of performing a chemical reaction using an acylating agent such as an acid ester can be mentioned. The acylating agent is preferably a saturated or unsaturated fatty acid having 3 to 24, 4 to 20, 8 to 20, 12 to 18, preferably 14 to 16 carbon atoms or an anhydride thereof, such as lauric acid. , myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid and ricinoleic acid and their anhydrides are preferred.

In one embodiment of the invention, the 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid can be either the free acid or a salt, the salt being a salt of an inorganic or organic cation. It's okay. Inorganic cations include metal ions of group 1 elements such as sodium ions and potassium ions; metal ions of group 2 elements such as magnesium ions and calcium ions; transition metal ions such as iron ions and copper ions; It may be a metal ion selected from the group consisting of other metal ions such as zinc ion and aluminum ion, or a combination thereof. By converting 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid into a salt, the pH becomes neutral, making it difficult to decompose other substances when mixed with other substances. can be done.

5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid of component (a) used in the present invention is blended for the purpose of whitening effect.

The amount of 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid of component (a) used in the present invention is not particularly limited, but is 0.01 to 10 mass. % (hereinafter abbreviated as %) is preferred, and 1 to 5% is more preferred. When it is in this range, it is preferable because the whitening effect is excellent and good stability over time can be obtained.

Regarding the basic peptide of the component (b) used in the present invention, there are no particular restrictions on the constituent amino acids, the bonding mode, and the number of bonds, as long as they exhibit basicity in an aqueous solution. Among them, dipeptides in which two molecules of amino acids are bonded are preferable from the viewpoint of solubility and stability, and examples thereof include N-β-alanyl-L-arginine, N-β-alanyl-L-lysine, and N-β-alanyl-L-tyrosine. , N-β-alanyl-L-histidine, N-β-arginyl-L-arginine, N-β-phenylalanyl-L-histidine, N-β-glycyl-L-lysine, N-β-glycyl-L - arginine, N-β-isoleucyl-L-arginine, N-β-tyrosyl-L-arginine, N-β-leucyl-L-arginine, N-β-leucyl-L-histidine, N-β-lysyl-L -arginine, N-β-phenylalanyl-L-arginine, N-β-alanyl-L-arginine, N-β-glycyl-L-arginine, N-β-glycyl-L-histidine, N-β-alanyl -L-histidine, and a particularly representative one is N-β-alanyl-L-histidine. For example, one commercially available from Furama under the trade name of carnosine can be used.

From the viewpoint of the feel and stability of the component (a) used in the present invention, the ratio of the amount of the component (a) and the component (b) is preferably 5:1 to 1:5. If there is, it is preferable because stickiness is suppressed and good stability over time is obtained.

The basic peptide of the component (b) used in the present invention is blended for the purpose of partially or completely neutralizing the component (a), and improves the stability over time of the cosmetic containing the component (a). and is an essential component in the present application in order to reduce stickiness. The blending amount of component (b) is preferably 0.01 to 10%, more preferably 1 to 5%. Within this range, stickiness is reduced and good stability over time is obtained, which is preferable.

In the present invention, the liquid cosmetic preferably has a pH of 5 to 8 at 25° C. from the viewpoint of stability over time.

The dosage form of the liquid cosmetic of the present invention is not particularly limited, and any dosage form of water-based, solubilized, oil-in-water, or water-in-oil can be applied. Among them, the effects of the present invention can be remarkably obtained from water-based and solubilized water-based formulations.

Various oils can be added to the liquid cosmetic composition of the present invention, but in the present invention, the effect of the present invention is remarkable when the amount of the oil is 2% or less, preferably 1% or less. It is preferable because it is effective and a non-sticky liquid cosmetic can be obtained.

The term “liquid” as used in the present invention refers to one having a viscosity of 1 to 2000 mPa·s at 25° C. as measured by a Brookfield type rotational viscometer. When the viscosity is within this range, the effects of the present invention can be remarkably exhibited, and a non-sticky, fresh feel can be obtained.

Various water-soluble polymers can be blended into the liquid cosmetic composition of the present invention within the viscosity range described above. The effect of (1) is exhibited remarkably, and a non-sticky liquid cosmetic is obtained, which is preferable.

In addition to the above-mentioned essential ingredients, the liquid cosmetic of the present invention contains neutralizing agents other than the component (b), oil agents, surfactants, water-soluble polymers, antioxidants, pH adjusters, fragrances, antibacterial agents, Preservatives, cosmetic ingredients, etc. can be blended within a range that does not impair the effects of the present invention.

Applications of the liquid cosmetic of the present invention include lotions, beauty essences, body lotions, milky lotions, face packs, cleansing agents, and makeup cosmetics. and a method of filling an aerosol for use.

Example 1
: Liquid cosmetics 1 (lotion)
(Component) (%)
1. Polyoxyethylene (60) hydrogenated castor oil 0.3
2. Sorbitan sesquioleate 0.1
3. Tetra-2-ethylhexanoic acid pentaerythritol 0.6
4. Ethanol 10.0
5. Perfume appropriate amount6. Remaining purified water 7. Citric acid 0.1
8. Sodium citrate 0.1
9.5,6-dipalmitoyl-2Oα-D-glucosyl-L-ascorbic acid 2.5
10. N-β-alanyl-L-histidine (Note 2) 0.6
11. Potassium hydroxide 0.04
12. Disodium edetate 0.1
13. Glycerin 10.0
(Note 2): Manufactured by Furama

(Production method)
A: Components (1) to (5) are uniformly dissolved.

B: Components (6) to (13) are uniformly dissolved.

C: A was added to B to obtain a lotion.

The liquid cosmetic of Example 1 had a pH of 7 at 25° C., a high whitening effect, excellent stability over time, and no stickiness. The viscosity of the liquid cosmetic of Example 1 was 450 mPa·s at 25°C.

Example 2
: Liquid cosmetics 2 (liquid serum)
(Component) (%)
1. Polyoxyethylene (20) sorbitan monooleate 1.0
2. Sorbitan sesquioleate 0.5
3. Glyceryl trioctanoate 0.5
4. Jojoba oil 0.5
5. Squalane 0.5
6. Remaining purified water 7. Disodium edetate 0.1
8. Methylparaben 0.2
9. Phenoxyethanol 0.5
10. Glycerin 5.0
11. Sodium lactate 0.5
12.5,6-dipalmitoyl-2Oα-D-glucosyl-L-ascorbic acid 1.5
13. N-β-alanyl-L-histidine (Note 1) 0.3
14. Xanthan gum 0.05
15. Purified water 10.0
16. Ethanol 3.0
17. Perfume Appropriate amount (Note 1): Furama Co., Ltd.

(Production method)
A: Swell the component (14) with the component (15) heated to 70°C.

B: Components (1) to (5) are heated and mixed at 70°C.

C: Components (6) to (13) are dissolved by heating at 70°C, then added to B and emulsified.

D: After cooling C to room temperature, components (16) and (17) and A were added to obtain a beauty essence.

The liquid cosmetic of Example 2 had a pH of 6.5 at 25° C., a high whitening effect, excellent stability over time, and no stickiness. The viscosity of the lotion of Example 2 was 1400 mPa·s at 25°C.

Claims (4)

the following components (a), (b);
(a) 5,6-diacyl-2-O-α-D-glucosyl-L-ascorbic acid (b) a liquid cosmetic containing a basic peptide. 2. The liquid cosmetic composition according to claim 1, wherein component (b) is N-β-alanyl-L-histidine. 3. The liquid cosmetic composition according to claim 1, wherein the blending weight ratio of component (a) and component (b) is 5:1 to 1:5. The liquid cosmetic composition according to any one of claims 1 to 3, wherein the amount of component (a) is 1 to 5% by mass, and the amount of component (b) is 1 to 5% by mass. .