JP4529402B2 - Skin cosmetics - Google Patents

Description

  The present invention relates to cosmetics for skin such as lotions, emulsions, creams, packs, hair tonics, and more specifically, feels light and quickly adapts to the skin, does not become sticky after use, and has excellent durability of the moisturizing effect. The present invention relates to a skin cosmetic that has an effect of improving skin roughness, an effect of suppressing wrinkles, and has an effect of giving skin elasticity and excellent stability over time.

The surface of human skin is covered with a sebum film, and moisture transpiration is moderately suppressed. Keeping the skin moisture within an appropriate range is very important from the viewpoint of skin health. If the moisture is insufficient, rough skin and the like are likely to occur. Especially when face washing and bathing, the sebum film is temporarily removed and the moisture of the skin is easily lost, so it is necessary to supplement the moisture with cosmetics such as lotion, milky lotion, cream, beauty serum, etc. is there. In general, these cosmetics contain polyhydric alcohols such as glycerin, 1,3-butylene glycol and sorbitol, pyrrolidone carboxylate, and the like as moisturizers. These moisturizers are excellent in moisture retention under high humidity, but have difficulty in moisture retention under low humidity, not only cannot maintain the moisturizing effect, but also absorb skin moisture in some cases. On the contrary, it sometimes promotes rough skin.
Therefore, in recent years, various high moisturizing ingredients such as chitin, chitosan and their derivatives, protein hydrolysates, acidic mucopolysaccharides such as hyaluronic acid, plant extracts, etc., have been studied as moisturizing ingredients with high moisture retention at low humidity. ing. However, when these moisturizing ingredients are blended in cosmetics, there is a drawback that they have an unpleasant stickiness due to their high moisturizing power. Therefore, as an example of improving the stickiness while maintaining a high moisturizing effect, there is, for example, a skin external preparation that combines mucopolysaccharide and trehalose (Patent Document 1), but still cannot sufficiently suppress stickiness, In addition, sufficient performance has not been obtained with respect to spreading during use, conformability to the skin, skin roughening prevention and improvement effect, skin-growth effect, wrinkle suppression effect, and the like.
On the other hand, an important function of skin cosmetics is prevention and improvement of rough skin. In particular, in order to impart this function, it is effective to blend an oil with such a moisturizing agent, so skin cosmetics are often used in an emulsified dosage form such as a milky lotion, a cream, or a cosmetic liquid. . However, products using oil often suffer from poor spread and stickiness during use, and there is a problem that it is difficult to solve these problems. Furthermore, for the purpose of enhancing this function, skin cosmetics and external preparations for skin containing various anti-inflammatory agents such as glycyrrhizinate, glycyrrhetinic acid derivatives and azulene derivatives together with ingredients and vitamins with high moisturizing effect have been tried (patents). Literature 2-5). However, it is the current situation that cosmetics that have a good feeling of use but have sufficient skin roughness prevention and improvement effects have not been obtained, and moreover, wrinkles due to aging, ultraviolet rays, etc. are effectively generated There has not been obtained a cosmetic that sufficiently suppresses or improves the skin and smoothes the skin to make the skin smooth and moisturized, and also has a so-called anti-aging effect on the skin.

JP-A-6-122621 JP-A-7-277743 JP-A-6-32728 JP-A-8-99858 JP-A-9-241147

The present invention is light and feels comfortable when used, does not become sticky after use, has excellent moisturizing effect, has excellent skin roughness improvement effect, wrinkle suppression effect, gives skin elasticity and has excellent temporal stability, etc. It is an object of the present invention to provide a skin cosmetic that has the following effects, and preferably has all the effects.

As a result of repeated research to solve the above problems, it was found that the above problems can be solved by using a skin cosmetic that combines a specific fatty acid butylene oxide adduct and a specific polyhydric alcohol in a specific ratio. Invented.
That is, the present invention
(1) (a) 0.01 to 50% by weight of a fatty acid butylene oxide adduct obtained by reacting butylene oxide with a molar ratio of 0.8 to 1.4 to a fatty acid having 10 to 20 carbon atoms, and (B) It contains 0.1 to 30% by weight of a dihydric alcohol having 2 to 6 carbon atoms, and the content ratio (a / b) of the component (a) to the component (b) is 1/100 to 10 by weight. And (2) the skin cosmetic composition according to (1), further comprising (c) 0.001 to 5% by weight of at least one selected from vitamin E, a derivative thereof, and an anti-inflammatory agent. is there.

The skin cosmetic of the present invention has the following effects.
(1) At least, it has excellent moisturizing effect and skin roughness improvement effect.
(2) Excellent moisturizing effect persistence and rough skin improving effect, and excellent stickiness suppressing effect or wrinkle suppressing effect after use.
(3) The touch at the time of use is good, the durability of the moisturizing effect and the effect of improving the rough skin are excellent, and the sticky suppressing effect or the wrinkle suppressing effect after use is excellent.
(4) It feels light when used, quickly adapts to the skin, does not become sticky after use, has excellent moisturizing effect, has excellent skin roughness improvement effect, wrinkle suppression effect, and gives skin firmness and stable over time Excellent in properties.

Hereinafter, the present invention will be described in detail.
The fatty acid butyl oxide adduct of the component (a) used in the skin cosmetic of the present invention comprises a fatty acid (FA) having 10 to 20 carbon atoms and butylene oxide (BO) in a BO / FA molar ratio of 0.8 to It is obtained by reacting at a ratio of 1.4.
Examples of the fatty acid having 10 to 20 carbon atoms include capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, arachidic acid, and coconut oil fatty acid and palm oil fatty acid which are a mixture thereof. It is done.
Examples of the butylene oxide include 1,2-butylene oxide, 2,3-butylene oxide, and isobutylene oxide, but 1,2-butylene oxide is preferable from the viewpoint of easy availability and easy reaction control. .

The reaction molar ratio of the fatty acid having 10 to 20 carbon atoms and butylene oxide is 0.8 to 1.4, preferably 1.0 to 1.3. This reaction is carried out by adding butylene oxide to the above fatty acid after heating in the presence of a catalyst, followed by addition reaction. As the catalyst, a phase transfer catalyst, a Lewis acid catalyst, an alkali catalyst, or the like can be used. Among them, a phase transfer catalyst, specifically, a quaternary ammonium salt such as tetramethylammonium chloride, an onium salt, or the like is preferably used. .
The content of the component (a) in the cosmetic is 0.01 to 50% by weight, preferably 0.02 to 40% by weight, and more preferably 0.05 to 35% by weight. If it is less than 0.01% by weight, the effect of improving skin roughness and the effect of suppressing wrinkles are weakened. If it exceeds 50% by weight, the feeling during use is heavy, the feeling of stickiness after use becomes strong, and there is a problem in stability over time.

The (b) component C2-C6 dihydric alcohol used in the cosmetic of the present invention is a water-soluble polyhydric alcohol, and has an unsaturated bond, an ether bond, an ester bond, etc. in the molecule. For example, propylene glycol, 1,3-butanediol, 1,2-pentanediol, diethylene glycol, triethylene glycol, dipropylene glycol and the like can be used.

The content of the component (b) in the cosmetic is 0.1 to 30% by weight, preferably 0.1 to 25% by weight, and more preferably 0.5 to 20% by weight. If it is less than 0.1% by weight, the effect of improving the rough skin, the durability of the moisturizing effect, and the effect of suppressing wrinkles are weakened.
Moreover, in this invention, the content rate (a / b) of (a) component and (b) component is 1 / 100-10 / 1 by weight ratio, Preferably it is 1 / 50-5 / 1. When a / b is less than 1/100, the effect of improving skin roughness and the effect of suppressing wrinkles are weakened, and when it exceeds 10/1, the durability of the moisturizing effect is deteriorated and the conformability to the skin is deteriorated.

In the present invention, vitamin C as a component c, a derivative thereof and / or an anti-inflammatory agent can be added in order to further enhance the effect of suppressing wrinkles, the effect of improving rough skin, and the effect of giving skin flesh.
Vitamin E is a fat-soluble vitamin also known as tocopherol, and any of α-form, β-form, γ-form and delta-form can be used. The derivatives include esters with acids such as acetic acid, phosphoric acid and sulfuric acid, ethers with alcohols, and the like. In the present invention, tocopherol or an acetate thereof can be preferably used.

Anti-inflammatory agents include, for example, glycyrrhizic acid and its derivatives, glycyrrhetinic acid and its derivatives, allantoin and its derivatives, guaiazulene, indomethacin, ketoprofen, pirosiquicam, acetaminophen, aspirin, salicylic acid, buphemaxac, suprofen, ibuprofen piconol, flurbi Prophen, pranoprofen, diclofenacnatrim, sodium salicylate, benzadac, felbinac, ufernamate, hydrocortisone, prednisolone and the like. Among them, preferred are glycyrrhizic acid and derivatives thereof, glycyrrhetinic acid and derivatives thereof, allantoin and derivatives thereof, and one or more selected from guaiazulene, more preferably glycyrrhizic acid and derivatives thereof, glycyrrhetinic acid and derivatives thereof. , One or more selected from allantoin and derivatives thereof. Derivatives of glycyrrhizic acid include dipotassium glycyrrhizinate, monopotassium glycyrrhizinate, monoammonium glycyrrhizinate, etc., and derivatives of glycyrrhetinic acid include stearyl glycyrrhetinate, glycyrrhetinic acid glycyrrhetinate 3-succinyloxyglycyrrhetinate, and allantoin Examples of the derivatives include allantoinchlorohydroxyaluminum and allantoindihydroxyaluminum.

(C) It is preferable that content of a component is 0.001-5 weight, More preferably, it is 0.01-3 weight%. If it is 0.001% by weight or more, the effect of improving skin roughness is excellent, and if it is 5% by weight or less, it has good spreading, stickiness is suppressed, storage stability is good, and cost is advantageous.

In addition to the above-mentioned components, the following additives can be added to the skin cosmetic of the present invention. That is, hydrocarbons such as lower alcohols such as ethanol and isopropyl alcohol, polyhydric alcohols other than component (b) such as glycerin, diglycerin, polyethylene glycol, sorbitol, liquid paraffin, liquid isoparaffin, squalane, petrolatum, solid paraffin, etc. Natural fats and oils, beef tallow, pork fat, fish oil, synthetic triglycerides such as glyceryl tri-2-ethylhexanoate, isopropyl myristate, isopropyl palmitate, cetyl palmitate, ethyl oleate, oleyl oleate, octyldodecyl myristate Ester oils, waxes such as beeswax and carnauba wax, dimethylpolysiloxane, tetramethylpentacyclosiloxane, polyether-modified dimethylpolysiloxane, amino-modified dimethylpolysiloxane Silicone derivatives, ceramides, cholesterols, protein derivatives, lanolin, lanolin derivatives, oily bases such as lecithin, anionic surfactants such as soaps, acylmethyl taurine salts, amide ether sulfates, amide amino acid salts, amidopropyl Amphoteric surfactants such as dimethylaminoacetic acid betaine, polyoxyethylene alkyl ether, fatty acid ester of polyethylene glycol, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hydrogenated castor oil, polyglycerin fatty acid ester, polyoxyethylene glycerin fatty acid Nonionic surfactants such as esters, glycerin monofatty acid esters, alkylpolyglucosides, alkanolamides, and cations such as alkyltrimethylammonium chloride Surfactant, semipolar surfactant such as alkyldimethylamine oxide, water-soluble polymer such as alginic acid, carboxyvinyl polymer, carboxymethylcellulose, hydroxypropylmethylcellulose, hydroxyethylcellulose, xanthan gum, pyrrolidone carboxylate, citrate, apple Organic or inorganic salts such as acid salts and salt, acids and alkalis that are pH adjusting agents, bactericides, chelating agents, antioxidants, ultraviolet absorbers, natural extracts derived from animals and plants, dyes, pigments and fragrances can be blended.

Next, the present invention will be described more specifically with reference to examples.
Examples 1 to 3 and Comparative Examples 1 and 2
Using the five components shown in Table 1 as common addition components, skin cosmetics that are transparent or translucent lotions formulated as shown in Table 2 below were prepared and evaluated by the following methods. The results are shown in Table 2. However, the fatty acid BO adduct of component (a) used was prepared as follows.
Preparation of fatty acid BO adduct: 821.3 g (4.1 mol) of lauric acid and 1.8 g of tetramethylammonium chloride (0.4 mol% of fatty acid) were weighed in a 3 liter four-necked flask and heated to 100 ° C. Then, 375.4 g (5.2 mol) of 1,2-butylene oxide was gradually added dropwise (about 3 hours), and the reaction was carried out at reflux under normal pressure. After completion of the dropwise addition, the mixture was aged for 7 hours while being heated to reflux at 100 to 135 ° C. Thereafter, butylene oxide was removed while reducing the pressure at about 13 kPa for 1 hour, and then washed twice with 246 g of 5% brine (5 mol% of fatty acid) to remove the catalyst. Furthermore, dehydration and filtration were performed to obtain a lauric acid butylene oxide adduct (Compound A1).
Myristic acid BO adduct (Compound A2) using 934.8 g (4.1 mol) of myristic acid and 1164.4 g (4.1 mol) of stearic acid instead of lauric acid under the same conditions as above, A stearic acid BO adduct (Compound A3) was obtained.

(1) Feeling at the time of use 20 women (21 to 35 years old) are panelists, and the skin feel is used as follows after washing the face, and the average value of 20 people is obtained. The average value of 1.5 points or more was evaluated as a light-weight cosmetic when used.
2 points: When used, the skin feels good and feels light without stickiness.
1 point: When feeling slightly uncomfortable or slightly sticky during use.
0 points: When the skin feels bad or sticky during use and feels heavy.
(2) Stickiness after use 20 women (21-35 years old) are panelists, and after washing their face, using skin cosmetics, the skin feel after 10 minutes is determined as follows. An average value was obtained, and an average value of 1.5 points or more was evaluated as a cosmetic without stickiness after use.
2 points: When the skin feels non-sticky.
1 point: When the skin feels somewhat sticky.
0 points: When the skin feels very sticky.

(3) Persistence of moisturizing effect 20 females (21 to 35 years old) are panelists, and after washing their face, using the skin cosmetics, the skin moisture after 2 hours is determined as follows. The average value of 1.5 was evaluated as a cosmetic material having a good moisturizing effect.
2 points: When the skin feels sufficiently moistened just after use.
1 point: When you feel that the skin is slightly damp compared to immediately after use.
0 point: When it feels that the moisture of the skin is clearly insufficient compared with immediately after use.
(4) Skin Roughness Improvement Effect 10 skinny females (24 to 34 years old) are panelists, and the skin condition when using skin cosmetics twice a day for two consecutive weeks is sensuously as follows The average value of 20 people was determined, and an average value of 1.5 points or more was evaluated as a cosmetic having an effect of improving skin roughness.
2 points: When it is felt that rough skin has been cured.
1 point: When it feels that the rough skin has been cured somewhat.
0 point: When it feels that the rough skin improvement effect is not seen at all.

(5) Wrinkle suppression effect 20 women (21 to 35 years old) are panelists, and the skin condition when skin cosmetics are used twice a day for two consecutive weeks is determined sensorially as follows: An average value of 20 people was obtained, and an average value of 1.5 points or more was evaluated as a cosmetic excellent in wrinkle suppression effect.
2 points: When wrinkles are clearly inconspicuous.
1 point: When wrinkles are slightly inconspicuous.
0 point: When it feels that there is no wrinkle suppression effect.
(6) Skin tension 20 women (21 to 35 years old) are panelists, and the skin condition when skin cosmetics are used twice a day for two consecutive weeks is determined sensorially as follows: An average value of 20 people was obtained, and an average value of 1.5 points or more was evaluated as a cosmetic having an effect of giving a skin tone.
2 points: When the skin is clearly felt.
1 point: When it feels that the skin has a little bit.
0 points: When the skin feels non-sticky.

(7) Stability over time The cosmetic was sealed in a transparent glass container and stored at 0 ° C., 25 ° C. and 40 ° C. for 3 months. The appearance was observed and evaluated in the following three stages.
○: Good stability (no change in appearance at any temperature)
Δ: Slightly poor (slightly at any temperature, causing precipitation or slight coloration)
×: Stability failure (At any temperature, precipitation occurs or separates, or coloring is significant)

All of the skin lotions of Examples 1 to 3 have a good feel when used and are not sticky after use, have excellent moisturizing effect, excellent skin roughness improvement effect, wrinkle suppression effect and give skin elasticity, stable over time It was also excellent in performance. On the other hand, sufficient performance is not obtained with the lotions of Comparative Examples 1 and 2. That is, in Comparative Example 1, since the component (a) is not blended, the rough skin improvement effect and the wrinkle suppression effect are weak. In Comparative Example 2, since the component (b) is not blended, the rough skin improvement effect, Sustainability of wrinkle suppression effect and moisturizing effect is getting worse.

Examples 4 to 6, Comparative Examples 3 and 4
Using the 13 components shown in Table 3 as a common additive component, skin cosmetics that are oil-in-water emulsions having the formulations shown in Table 4 below were prepared and evaluated in the same manner as in Examples 1 to 3. The results are shown in Table 4. However, the fatty acid BO adduct was the same as that used in Examples 1-3.

All of the emulsions of Examples 4 to 6 have a good feel during use and are not sticky after use, have excellent moisturizing effect, excellent skin roughness improvement effect, wrinkle suppression effect and give skin elasticity, stability over time It was also excellent. On the other hand, sufficient performance is not obtained with the emulsions of Comparative Examples 3 and 4. That is, in Comparative Example 3, since the blending ratio of the component (a) and the component (b) is smaller than the range of the present invention, the rough skin improving effect and the wrinkle suppressing effect are weak. In Comparative Example 4, the component (a) Since the blending ratio of the component (b) is larger than the range of the present invention, the feeling during use is deteriorated and the durability of the moisturizing effect is weakened.

Examples 7 and 8
Using 11 components shown in Table 5 as a common additive component, skin cosmetics that are oil-in-water creams having the composition shown in Table 6 below were prepared and evaluated in the same manner as in Examples 1 to 3. The results are shown in Table 6. At this time, each performance of (1) to (6) was evaluated by the same method as in Examples 1 to 3, and (7) stability over time was evaluated by the following method. However, the fatty acid BO adduct was the same as that used in Examples 1-3.

(7-2) Stability over time The state when the cosmetic was sealed in a transparent glass container and stored at −5 ° C., 25 ° C., and 45 ° C. for 1 month was evaluated and evaluated in the following three stages.
○: Stability is good (no change in appearance at any temperature and no flickering etc.)
Δ: Slightly inferior (slight precipitation or slight separation at any temperature, or slight bumps and lumps)
×: Stability is poor (clearly precipitates or separates at any temperature, or produces lumps and lumps)

Each of the creams of Examples 7 and 8 has a good feel during use and is not sticky after use, has an excellent moisturizing effect, an excellent skin roughening effect, an excellent wrinkle-suppressing effect and gives skin elasticity, and is stable over time. It was also excellent.
Examples 9, 10
10 components shown in Table 7 below were used as common additive components, skin cosmetics that were water-in-oil creams with the formulations shown in Table 6 were prepared, and evaluation was performed in the same manner as in Examples 7 and 8. . The results are shown in Table 6. However, the same fatty acid BO adduct as that used in Examples 1 to 3 was used.

 Each of the creams of Examples 9 and 10 has a good feel during use and is not sticky after use, has excellent moisturizing effect, has excellent skin roughness improvement effect, wrinkle suppression effect, gives skin elasticity, and is stable over time. It was also excellent.

The present invention can be used for skin cosmetics such as lotions, emulsions, creams, packs, and hair tonics.

Claims (2)

(A) A fatty acid butylene oxide adduct obtained by reacting butylene oxide in a molar ratio of 0.8 to 1.4 with respect to a fatty acid having 10 to 20 carbon atoms in the presence of a quaternary ammonium salt is 0.01 ~ 50 wt%, and (b) 0.1 to 30 wt% of a dihydric alcohol having 2 to 6 carbon atoms, the content ratio (a / b) of the component (a) and component (b) is a weight ratio. A skin cosmetic that is 1/100 to 10/1. The skin cosmetic according to claim 1, further comprising (c) 0.001 to 5% by weight of at least one selected from vitamin E, an acetate thereof and an anti-inflammatory agent.