JP5689323B2 - Cosmetics - Google Patents

Description

  The present invention relates to the technical field of cosmetics.

The present applicant has found a moisturizing property possessed by poly (methoxypolyethylene glycol) methacrylate and has applied for a cosmetic patent (Patent Document 1: Japanese Patent Application Laid-Open No. 2003-171257).
However, there is a need for a technique that provides cosmetics with higher moisture retention.

JP 2003-171257 A

  This invention makes it a subject to improve the moisture retention of the cosmetics containing polymethacrylic acid methoxy polyethylene glycol.

The main configuration of the present invention is as follows.
(1) A cosmetic comprising polymethoxyethylene glycol glycol (A) having a polyoxyethylene chain polymerization degree of 9 and polyoxyethylene methyl glucoside (B).
(2) A moisturizing cosmetic comprising a polymethoxyethylene glycol glycol (A) having a polyoxyethylene chain polymerization degree of 9 and a polyoxyethylene methyl glucoside (B).
(3) The polyoxyethylene methyl glucoside (B) is a polyethylene glycol ether of methyl glucose, and is represented by the following chemical formula: (1) The cosmetic according to (1) or (2) .
CH ₃ C ₆ H ₁₀ O ₅ (OCH ₂ CH ₂ ) _n OH
n = 5-30

  By applying to the skin surface, the amount of moisture in the stratum corneum is increased, and the amount of moisture transpiration from the skin surface can be suppressed to provide a cosmetic with excellent moisture retention. It has been confirmed that the combination of poly (methacrylic acid methoxypolyethylene glycol) and polyoxyethylene methyl glucoside can improve moisture retention, and is effective in improving rough skin and preventing rough skin.

Graph showing test results for stratum corneum moisture content Graph showing moisture transpiration test results from skin

  The polymethoxypolyethylene glycol glycol applied to the present invention is obtained by homopolymerizing methoxypolyethylene glycol methacrylate.

  Methoxypolyethylene glycol methacrylate can be obtained, for example, by reacting polyethylene glycol methyl ether with methacrylic acid chloride. Some are commercially available as reagents. For example, NK ester M-230G (n≈23), NK ester M-90G (n≈9) commercially available from Shin-Nakamura Chemical Co., Ltd., Blemmer PME-1000 (n≈23 commercially available from NOF Corporation) ), Blemmer PME-400 (n≈9), Blemmer PME-200 (n≈4) can be used as monomers. Next, the production method of the polymer may be in accordance with a conventional method, and it is obtained by reacting the monomer in a solvent in the presence of a polymerization initiator.

  Below, the synthesis example of the polymethacrylic acid methoxypolyethyleneglycol which concerns on this invention is shown.

Synthesis Example 1 Polymethoxymethyl glycol polymethacrylate (average polymerization degree of polyoxyethylene chain is 4.5)
In a 100 ml eggplant flask, 0.0306 g of polymerization initiator AIBN was weighed and the inside of the flask was replaced with argon gas three times. Then, 30 ml of distilled benzene was added and stirred at room temperature until AIBN was dissolved. To this was added 5 ml of polyethylene glycol methyl ether methacrylate (average polymerization degree of PEG is 4.5), and the mixture was heated at 60 ° C. for 48 hours and then at 70 ° C. for 24 hours to carry out polymerization. Thereafter, the polymerization was stopped and the desired product was recovered.

Synthesis Example 2 Polymethoxy methacrylate polyethylene glycol (average polyoxyethylene chain polymerization degree is 9)
In a 100 ml eggplant flask, 0.0403 g of polymerization initiator AIBN was weighed, and the inside of the flask was replaced with argon gas three times. Then, 30 ml of distilled benzene was added and stirred at room temperature until AIBN was dissolved. To this was added 5 ml of polyethylene glycol methyl ether methacrylate (average degree of polymerization of PEG 9), and polymerization was carried out by heating at 60 ° C. for 48 hours and subsequently at 70 ° C. for 24 hours. Thereafter, the polymerization was stopped and the desired product was recovered.

Synthesis Example 3 Poly (methoxypolyethyleneglycol methacrylate) (average degree of polymerization of polyoxyethylene chain is 22.7)
In a 100 ml eggplant flask, 0.00753 g of the polymerization initiator AIBN was weighed, and the inside of the flask was replaced with argon gas three times. Then, 30 ml of distilled benzene was added and stirred at room temperature until the AIBN was dissolved. To this was added 5 ml of polyethylene glycol methyl ether methacrylate (average polymerization degree of PEG 22.7), and the mixture was heated at 60 ° C. for 48 hours and then at 70 ° C. for 24 hours for polymerization. Thereafter, the polymerization was stopped and the desired product was recovered.

  The molecular weight of the resulting polymethacrylic acid methoxypolyethylene glycol was measured using GPC. As a result, the molecular weight of Synthesis Example 1 was a number average molecular weight Mn = 13800 and a mass average molecular weight Mw = 40400 in terms of polystyrene. The molecular weight of Synthesis Example 2 was a number average molecular weight Mn = 15363 and a mass average molecular weight Mw = 35680 in terms of polystyrene. The molecular weight of Synthesis Example 3 was a number average molecular weight Mn = 8300 and a mass average molecular weight Mw = 10000 in terms of polystyrene.

The molecular weight of the methoxypolyethylene glycol polymethacrylate according to the present invention obtained as described above can be variously adjusted according to the purpose of use, but is usually 1000 or more and 100000 or less in terms of polystyrene, preferably It is 2500 or more and 100000 or less. In the cosmetic of the present invention, the polymer is usually contained in the range of 0.05 to 20% by mass with respect to the entire cosmetic.
If it is less than 0.05% by mass, the moisture retention may be insufficient, and if it exceeds 20% by mass, it is not preferable.

The polyoxyethylene methyl glucoside used in the present invention is a polyethylene glycol ether of methyl glucose and is represented by the following chemical formula.
CH ₃ C ₆ H ₁₀ O ₅ (OCH ₂ CH ₂ ) _n OH
Here, the polymerization degree n of the oxyethylene group is preferably 5 to 30.
A commercially available product can be used as polyoxyethylene methyl glucoside. Assuming that the average polymerization degree n of the oxyethylene group is 10 and the name of the cosmetic ingredient is Methyl Gluces-10, Nippon Oil & Fats: Macbioobride MG-10E, Noveon: GLUCAME E-10 can be used. .
Assuming that the average degree of polymerization n of the oxyethylene group is 20 and the cosmetic ingredient name is Methyl Gluces-20, Nippon Oil & Fats: Macbioobride MG-20E, Noveon: GLUCAME E-20 can be used. .

  The compounding amount of polyoxyethylene methyl glucoside is preferably 0.05% by mass or more and 10.0% by mass or less with respect to the total cosmetics. If it is less than 0.05% by mass, the moisture retention may be insufficient, and if it exceeds 10.0% by mass, it is not preferable.

  In the cosmetic of the present invention, components usually used in cosmetics can be blended. Polyhydric alcohol, sugar, oil, surfactant, water-soluble polymer, organic powder, inorganic powder, fragrance, pH Cosmetic ingredients such as regulators, preservatives and vitamins can be included.

  The cosmetic of the present invention is mainly applied to the skin and has an effect on moisturizing the skin, and quasi-drugs are also included as long as they are external preparations for the skin.

  Examples of the dosage form of the cosmetic of the present invention include lotion, milky lotion, cream, aqueous gel, pack and the like. As the emulsifier type, either oil-in-water emulsification or water-in-oil emulsification is possible.

(Measurement of keratin water content)
1. Experimental Method Rub the inner part of the forearm 10 times with hand soap foam, and run for 10 seconds with lukewarm water.
Wipe off the water on the forearm and keep it quiet for 20 minutes in an environment of 23 ° C. and 36% relative humidity.
The area of 2.5 cm × 2.5 cm is written on each of the left and right forearms, and the six samples shown in Table 1 are applied in sequence, and after application, 20 minutes, 40 minutes, 60 minutes, 80 minutes, 100 minutes, The stratum corneum water content after 120 minutes was measured. The stratum corneum moisture content was measured using the uncoated part as a control.
As a method of applying the sample, a spatula was placed on a precision electronic balance, 10 mg of the sample was weighed, and the spatula was used to apply to a 2.5 cm × 2.5 cm region.
The stratum corneum moisture content was measured and averaged five times in each region using SKICON-200 manufactured by IBS.

2. Results The same test was repeated twice, changing the location of the sample application area. The results of the first measurement are shown in Table 2, and the results of the second measurement are shown in Table 3. The same tendency was confirmed both times. The first result is shown in a graph in FIG.
Polyoxyethylene methyl glucoside, dipropylene glycol (DPG), and 1,3-butylene glycol (BG) are all moisturizers, but increase the stratum corneum moisture when polymethoxypolyethylene glycol glycol is used in combination. Differences are recognized. For each of DPG and BG, the stratum corneum moisture content hardly changed even when polymethoxypolyethylene glycol glycol was used in combination. Polymethacrylic acid methoxypolyethylene glycol alone is considered to have no effect of increasing the stratum corneum moisture content. On the other hand, the combined use of polyoxyethylene methyl glucoside and poly (methoxypolyethylene glycol) methacrylate significantly increased the stratum corneum moisture content.

(Measurement of moisture transpiration)
1. Experimental Method 10 mL of purified water is put into a cream bottle (opening diameter is 4 cm).
Adhere the filter paper (No. 2) with glue on the edge of the bottle.
A 0.5 mL sample was dropped into the center of the filter paper. The sample spreads naturally throughout the filter paper. Samples are shown in Table 4.
Using a precision balance, measure the total weight of the cream bottle with the sample dripped onto the filter paper.
It was left in a constant temperature and humidity chamber (23-24 ° C., relative humidity 33%) for 6 hours, the total weight of the cream bottle was measured, and the amount of water transpiration was determined from the difference from the original weight.

2. Results The results of moisture transpiration are shown in FIG. A combination of polyoxyethylene methyl glucoside and poly (methoxy polyethylene glycol) methacrylate showed excellent moisture transpiration control effect.

Formulation Example 1 Emollient lotion
(Compounding ingredients) (mass%)
1. Polymer of Synthesis Example 2 0.5
2. Methyl Gluces-10 5.0
(Polyoxyethylene methyl glucoside)
3. Polyglyceryl-10 distearate-10 0.2
4). Polyglyceryl stearate-10 0.4
6). Olive oil 3.0
7. 1,3-butylene glycol 4. 0
8). Xanthan gum 0.1
10. 1,2-Pentanediol 1.0
11. Trisodium citrate 0.04
12 Citric acid 0.01
13. Phenoxyethanol 0.2
14 Purified water residue This lotion is highly moisturizing and has excellent effects of improving and preventing rough skin.

Formulation example 2 serum
(Compounding ingredients) (mass%)
1. Polymer of Synthesis Example 2 2.0
2. Methyl Gurces-20 8.0
3. Polyglyceryl-10 distearate 0.6 0.6
4). Polyglyceryl stearate-10 1.4
5. Purified water 0.2
6). Olive oil 4.0
7). Jojoba oil 4.0
8). Dipropylene glycol 3.0
9. Carboxyvinyl polymer 0.1
11. 1,2-Pentanediol 1.0
12 Elastin 0.1
13. Hyaluronic acid 0.1
14 Collagen 0.1
15. Potassium hydroxide 0.03
16. Purified Water Residue This serum has high moisture retention and is excellent in improving and preventing rough skin.

Claims (3)

A cosmetic comprising a polymethoxyethylene glycol glycol (A) having a polyoxyethylene chain polymerization degree of 9 and a polyoxyethylene methyl glucoside (B). A moisturizing cosmetic comprising polymethoxypolyethylene glycol glycol (A) having a polyoxyethylene chain polymerization degree of 9 and polyoxyethylene methyl glucoside (B). The cosmetic according to claim 1 or 2, wherein the polyoxyethylene methyl glucoside (B) is a polyethylene glycol ether of methyl glucose and is represented by the following chemical formula.
CH ₃ C ₆ H ₁₀ O ₅ (OCH ₂ CH ₂ ) _n OH
n = 5-30

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