JP2929108B2 - Cosmetics and powder cosmetics - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial application field) The present invention relates to a cosmetic and a powder cosmetic containing a clathrate in which a poorly water-soluble component is included with a hydroxyalkylated cyclodextrin (hereinafter abbreviated as HACD). About charges. More specifically, the present invention relates to cosmetics and powder cosmetics which are improved in product properties, usability, and stability by blending inclusions included in HACD, and which effectively act to prevent rough skin.

(Conventional technology) Conventionally well-known cosmetics such as lotions, lotions, and serums include oils and fats, physiologically active substances, ultraviolet absorbers, anti-inflammatory agents, and fragrances in addition to main components such as water and alcohol. And various water-insoluble components are incorporated using a small amount of a surfactant for the purpose of enhancing usability, usefulness, and the like.

Powder cosmetics used for improving skin after sunburn, etc., have a water-soluble powder base mixed with poorly water-soluble components such as skin activators and drugs.

(Problems to be Solved by the Invention) It is well known that in cosmetics, a quantitative limitation is caused when the poorly water-soluble component is blended. Therefore, for example, in order to solubilize a poorly water-soluble component in a large amount and in a uniform state, a large amount of a surfactant, ethanol, or a polyol must be blended. Occurred. In addition, since the poorly water-soluble component is not uniformly dissolved, there is also a problem that the cosmetic becomes cloudy or loses transparency, thereby lowering the commercial value. Furthermore, there has been a problem that the poorly water-soluble component added acts on other components in the cosmetic to accelerate deterioration and decomposition of the other components.

To solve these problems, Japanese Patent Application Laid-Open No. 61-2275
As described in No. 17, etc., a technique of blending the above-mentioned components by utilizing the inclusion function of a cyclodextrin polymer is known. However, in this method, satisfactory results could not be obtained because the cyclodextrin polymer itself was difficult to obtain a certain quality and the polymer was slightly viscous and hardly soluble in water.

In addition, in the case of powdered cosmetics that are commercially available in powder form and use water when used at the time of use, since only a small amount of water is used and solubilized in the palm or the like, poorly water-soluble components are not uniformly dissolved. Therefore, there is a problem that the texture of the material remains when used, and the medicinal effect cannot be sufficiently exhibited. Techniques for increasing the amount of the surfactant or utilizing the inclusion function of the cyclodextrin polymer have been found as solutions to these problems, but a favorable result could not be obtained for the same reason as described above.

Further, none of the conventional cyclodextrin polymers has a sufficient effect for preventing rough skin. However, recently there has been a tendency to create bare skin with an emphasis on beautiful skin, and in addition to the properties of cosmetics as products, effective cosmetics that are effective in preventing rough skin have been strongly desired.

The object of the present invention has been made in view of such a situation, and uses a large amount of a solubilizing agent such as a surfactant, ethanol or a polyol by utilizing the inclusion effect of HACD which is easily solubilized. The present invention provides a cosmetic and a powder cosmetic which are highly safe, have excellent solubility, usability, and stability, and effectively act to prevent rough skin.

(Means for Solving the Problems) That is, the above objects of the present invention are as follows: 1) a cosmetic comprising a clathrate in which a poorly water-soluble component is included with a hydroxyalkylated cyclodextrin; This is achieved by a powder cosmetic comprising a clathrate in which a soluble component is clathrated with a hydroxyalkylated cyclodextrin.

 Hereinafter, the present invention will be described in detail.

HACD used in the present invention is obtained by introducing a hydroxyalkyl group into a hydroxyl group of cyclodextrin, which is well known as a cyclic oligosaccharide.

As the hydroxyalkyl group, substituents such as hydroxymethyl, hydroxyethyl, hydroxypropyl, and hydroxybutyl are mainly used. As a result of these substitution reactions, hydroxymethylcyclodextrin, hydroxyethylcyclodextrin, hydroxypropylcyclodextrin, hydroxybutyl HACD such as cyclodextrin can be obtained.

Cyclodextrin (hereinafter abbreviated as CD) is a CD having α, β, and γ structures depending on the number of glucoses.
(Hereinafter abbreviated as α-CD, β-CD, and γ-CD), but in the present invention, one or more of these CDs can be hydroxyalkylated and used. α, β, γ CD
Can also be used.

These HACDs are, as shown in Table 1, compared to conventional CDs.
The solubility in a hydrophilic solvent such as water is extremely excellent, and the present invention utilizes this property and the inclusion effect of HACD to incorporate an optional amount of a poorly water-soluble component into a cosmetic.

In consideration of price, ease of production, usability and water solubility, among these HACDs, hydroxyethylated CD or hydroxypropylated CD is preferred, and hydroxyethylated β-CD and hydroxypropylated β-CD are more preferred.
Is preferred, but is not limited thereto.

In addition, although hydroxyethylated CD or hydroxypropylated CD is a mixture of α, β, and γ in the production state, α, β, and γ-hydroxypropylated CD were isolated as a mixture. Anything can be used.

As a method for producing HACD, several methods have been conventionally known, and an example is shown below.

β-CD (Nippon Shokuhin Kako, brand name: Celldex N)
100 g is dissolved in 150 ml of a 20% aqueous solution of NaOH, and while maintaining the temperature at 30 ° C., 50 ml of propylene oxide is gradually added dropwise, followed by stirring for 20 hours to continue the reaction. After completion of the reaction, the mixture was neutralized to pH 6.0 with hydrochloric acid, placed in a dialysis membrane tube, and desalted under running water for 24 hours. Thereafter, drying was carried out with a freeze dryer to obtain about 90 g of hydroxypropylated β-cyclodextrin. The substitution degree per CD of the hydroxypropylated β-cyclodextrin was 5.1.

The poorly water-soluble component used in the present invention means a cosmetic component which is practically completely insoluble or slightly soluble in water. Specific examples thereof include, for example, macadamia nut oil, evening primrose oil, olive oil, mink oil, jojoba oil, natural animal and vegetable oils and fats such as lanolin, squalene, liquid paraffin, hydrocarbons such as squalane, paraffin wax whale wax, beeswax, Waxes such as candelilla wax, carnauba wax, higher alcohols such as cetanol, isocetanol, stearyl alcohol, and isostearyl alcohol, myristic acid, palmitic acid,
Higher fatty acids such as stearic acid, behenic acid, isostearic acid, oleic acid, linolenic acid, linoleic acid, linoleic acid, and oxyacid, esters such as isopropyl myristate, isopropyl palmitic acid, isopropyl isostearic acid, and glyceryl 2-ethylhexanoate ,
Polar oils such as diethylene glycol monopropyl ether, polyoxyethylene polyoxypropylene pentaerythritol ether, polyoxypropylene butyl ether, ethyl linoleate, and other silicone oils can also be added.

Furthermore, vitamins such as vitamin A, vitamin D, vitamin E, tocopherol acetate, ascorbic acid ester and vitamins such as γ-oryzanol and folic acid and vitamin-like active substances, benzoic acid, estradiol, estradiol valerate, ethinylestradiol, prosta Glandins, hormones such as testosterone propionate, benzophenone, 4-tert-butyl-4'methoxy-dibenzoylmethane, glyceryl dimethoxycinnamate ethylhexanoate, p-aminobenzoate, octyl paramethoxycinnamate, UV absorbers such as phenyl salicylate, anti-inflammatory agents such as L-menthol, camphor, preservatives such as ethylparaben, propylparaben, butylparaben, glycyrrhetinic acid, triclosan, dibutylhydroxytoluene Fungicides such as emissions are included. Also,
Oil-soluble pigments such as oil red, naphthol yellow, tartrazine, paprika, and further, as a fragrance component, linalool, linalool acetate, limonene, citral,
Individual perfumes such as methylionone, benzyl acetate, methyl dehydrojasmonate, phenylethyl alcohol, musk ketone, sandalore, α-hexylcinnamic aldehyde, TEC, citronellol, and the like, and mixed perfumes and crude drugs can be mentioned.

These properties may be liquid or crystalline, and are used alone or in the form of a mixture of two or more.

The following well-known method is used to produce an inclusion using such a poorly water-soluble component and HACD.

HACD 20% to 60% by weight aqueous solution
For 1 part by weight, add 0.01 to 0.15 parts by weight and mix
Stir and mix at 0 ° C. The stirring conditions are 50 to 3000 rpm, and the inclusion reaction time is 2 to 8 hours.

The clathrate thus obtained is solubilized or emulsified in an aqueous solution and can be used as it is. However, this aqueous solution is subjected to treatment such as freeze-drying or spray-drying to be used as fine powder. You can also. In the cosmetics, the first invention of the present application can be blended in any of a reaction liquid state and a finely powdered state.

The compounding amount of the clathrate in the cosmetic of the first invention of the present application is
Although it depends on the kind of the hardly water-soluble component included and the kind of the cosmetic, it is generally preferably 25% by weight, more preferably up to 15% by weight of the total cosmetic in a finely powdered state. It is technically possible to mix more than this, but there is the disadvantage that it sticks during use.

The cosmetic of the first invention of the present application is, in addition to the above-mentioned components, other cosmetic components, for example, a humectant such as hyaluronic acid, a water-soluble drug such as vitamin C, a viscosity modifier, depending on the characteristics of the product. , A pH adjuster, a preservative, a bactericide, an antioxidant, a fragrance, a pigment, and the like.

The same clathrate used in the cosmetic of the first aspect of the present invention is used for the powder cosmetic of the second aspect of the present invention. However, in order to maintain a dry product form until just before use, HA
It is preferable that the clathrate of CD is also added in a finely powdered dry state to the other water-soluble base component. The compounding amount of the HACD clathrate in the powder cosmetic is preferably 50% by weight, more preferably up to 40% by weight of the total powder cosmetic in a finely powdered state. Although there is no problem in solubility at 50% by weight or more, there is a problem that it is sticky at the time of use.

The powder cosmetic of the second invention of the present application includes, in addition to the inclusion compound of HACD, a soluble powder base such as D-mannitol and lactose, and other cosmetic ingredients such as hyaluronic acid depending on the characteristics of the product. Humectants, water-soluble drugs such as vitamin C, viscosity modifiers, pH regulators, preservatives, bactericides, antioxidants, fragrances, pigments, and the like.

(Effects of the Invention) According to the present invention, a sparingly water-soluble component, which has been conventionally limited in blending, can be blended in any amount without using the power of a surfactant or alcohol, and is excellent in transparency, stability, safety and usability. In addition, it was possible to obtain a cosmetic and a powder cosmetic which effectively act to prevent rough skin. Further, in the present invention, since the poorly water-soluble substance is included by the HACD, the other components in the cosmetic or the powdered cosmetic are not affected and the effect that the other components are stable for a long time is obtained. Had.

Further, the second invention of the present application also has an effect that it can be completely dissolved with a small amount of water at the time of use.

(Examples) Next, the present invention will be described in more detail with reference to examples. The compounding amount was shown by weight%.

Example 1 Moisturizing lotion 1 agent Hydroxypropylated CD mixture 2.5 Macadamia nut oil 0.5 Vitamin E acetate 0.05 Ion exchange water 40 2 agents Ion exchange water 39.729 Sorbitol 5 1,3 Butylene glycol 12 Lactic acid 0.02 Sodium lactate 0.1 Monoammonium glycyllate 0.1 Dye 2.5 g of the hydroxypropylated CD mixture of 0.001 (manufacturing method) was dissolved in 40 g of ion-exchanged water, and further added and stirred to prepare one agent containing the inclusion product of the hydroxypropylated CD mixture.

Next, the above-mentioned one agent was added to the two agents to obtain a moisturizing lotion in which the oil component and the agent were stably blended.

When the hydroxypropylated CD mixture was removed from the above composition, the oil and the drug were separated, and the stable lotion was not obtained.

Example 2 Lotion for whole body 2 agents Ion-exchanged water 49.8699 PEG400 1.0 Hinokitiol 0.01 Luffa extract 1.0 Iris extract 1.0 Denatured 95% ethanol 40.0 Fragrance 0.05 Dye 0.001 (Preparation method) Dissolve in ion-exchanged water, add a UV absorber and stir , Hydroxypropylated β-CD
Was prepared containing the clathrate.

Next, the above-mentioned one agent was added to the two agents to obtain a whole body lotion stably containing an ultraviolet absorber.

When the hydroxypropylated β-CD was removed from the above composition, the ultraviolet absorber was separated and the composition did not become a stable lotion.

Example 3 Essence 1 agent Hydroxypropylated α-CD 10 evening primrose oil 0.2 α-tocopherol 0.05 ion exchange water 20 2 agents ion exchange water 59.26 dipropylene glycol 5 maltitol 5 aspartic acid 0.04 L-arginine 0.1 sodium hexametaphosphate 0.05 carboxyvinyl Polymer 0.2 perfume 0.1 (production method) was dissolved in ion-exchanged water, further added, and the mixture was stirred to prepare an agent containing a clathrate of hydroxypropylated α-CD.

Next, the above-mentioned one agent was added to the two agents to obtain an essence in which an oil antioxidant was stably mixed.

When the hydroxypropylated α-CD was removed from the above composition, the oil content and the antioxidant were separated, resulting in poor uniformity and poor stability.

Example 4 Lotion 2 agents Ion exchange water 82.0948 Glycerin 1.0 1,3 Butylene glycol 2.0 Lactic acid 0.005 Sodium lactate 0.2 Monoammonium glycyrrhizinate 0.05 Aloe extract 0.5 Denatured 95% ethanol 10.0 Pigment 0.0002 Dissolve 0.0002 (production method) in ion exchange water, and add The mixture was stirred to prepare an agent containing the inclusion compound of hydroxypropylated γ-CD.

Next, the above-mentioned one agent was added to the two agents to obtain a lotion in which an ultraviolet absorber and a fragrance were stably blended.

Example 5 Astringent lotion Two agents Ion-exchanged water 57.57 Dipropylene glycol 2.0 Citric acid 0.03 Sodium citrate 0.05 Sulfocalcium carbonate 0.2 Denatured 95% ethanol 15.0 Methylparaben 0.1 (Preparation method) Dissolve in ion-exchanged water, add and stir, add hydroxyethylated β-CD Was prepared containing the clathrate.

Next, the above-mentioned one agent was added to the two agents to obtain an astringent lotion stably blending an ultraviolet absorber, a fragrance and a pigment.

Example 6 Non-alcohol lotion 1 agent Hydroxymethylated β-CD 10 Menthol 3 Fragrance (rose oxyside) 0.01 Ion exchange water 20 2 agents Ion exchange water 56.46 Dipropylene glycol 10 Citric acid 0.03 Sodium citrate 0.05 Methyl paraben 0.1 Phenoxyethanol 0.3 Dye 0.05 (Preparation method) is dissolved in ion-exchanged water, and further added and stirred to contain the inclusion compound of hydroxymethylated β-CD.
An agent was prepared.

Next, the above-mentioned one agent was added to the two agents to obtain a non-alcohol lotion in which an anti-inflammatory agent and a fragrance were stably blended.

Example 7 Powdered lotion 1 agent Hydroxybutylated β-CD 6.0 l-menthol 0.3 camphor 0.5 Fragrance (benzyl acetate) 0.15 ion exchange water 15 2 agents ion exchange water 69.65 glycerin 1.0 asparagine 0.05 denatured 95% ethanol 5.0 zinc 1.5 kaolin 0.5 Methyl paraben 0.05 Clay mineral 0.3 (Preparation method) is dissolved in ion-exchanged water, added and stirred, and the inclusion of hydroxybutylated β-CD is included.
An agent was prepared.

Next, the above-mentioned one agent was added to the two agents to obtain a powdered lotion in which an anti-inflammatory agent and a fragrance were stably blended.

Example 8 White powder (Preparation method) was dissolved in ion-exchanged water, and further added, followed by stirring to prepare an agent containing a clathrate of a hydroxypropylated CD mixture. This one agent was lyophilized to powder.

Next, the powder of the one agent was added to the two agents to obtain a white powder in which an ultraviolet absorber was stably compounded.

Example 9 Essence powder 1 agent Hydroxypropylated CD mixture 8 Evening primrose oil 0.1 α-tocopherol 0.05 Hyaluronic acid 0.001 Ion exchange water 12 2 agents Lactose 79.849 (production method) was dissolved in ion exchange water, and further added and stirred. One preparation was prepared containing the inclusion of the hydroxypropylated CD mixture. This one agent was powdered by spray drying.

Next, the powder of the one agent was added to the two agents to obtain an essence powder in which an oil, an antioxidant, and a humectant were stably blended.

Example 10 Sun care powder 1 agent Hydroxypropylated α-CD 4.0 Benzophenone 0.05 Ion-exchanged water 6 (Preparation method) Hydroxypropylated α-CD was dissolved in ion-exchanged water, and the mixture was stirred and made into an ultraviolet absorbent composite solution, followed by drying to prepare one preparation.

Next, the hydroxypropylated β-CD was dissolved in ion-exchanged water, the two agents were added, and the mixture was stirred to form an ultraviolet absorbent composite solution and dried to prepare two agents.

 Further, three agents were mixed to obtain three agents.

Finally, a sun care powder was obtained by adding one agent and two agents to the three agents and stably blending the ultraviolet absorber.

Example 11 Effect on skin roughness 5 g of various CDs or CD derivatives as shown in Table 2 were dissolved in 95 g of ion-exchanged water as a sample, and a compounded flavor (linalool 50%: linalyl acetate 20%: lavender oil 10)
%: Sandalore 10%: coumarin 10%) was added and stirred, and the effect of roughening the skin was examined using a mixture prepared by enclosing the prepared flavor in CD.

Hair of the back of three male Hartley guinea pigs weighing 700 to 850 g was clipped with a clipper and further depilated. 4 after hair removal
From the day, 25 ml of a 3% aqueous solution of sodium alkylbenzenesulfonate (LAS) was continuously applied once a day to four places on the hair that had been subjected to hair removal treatment once a day to induce skin contact. Further, after applying the LAS solution to the same site, 50 ml of each of the above samples was applied once a day.

The change in skin condition on the 7th day from the start of application of the LAS aqueous solution was evaluated for erythema and desquamation according to the following criteria, and the average value was shown. The sum of the average values of erythema and desquamation was displayed as a rough skin score. Table 2 shows the results.

The lower the value of the skin fit score is, the better the effect of improving skin roughness, but as is clear from Table 2, the hydroxypropyl-β-CD in the present invention is much more effective against skin roughness than the comparative sample. It turned out to work.

Example 12 Effect on turnover of stratum corneum On the other hand, in order to examine the effect of sample solution on turnover of stratum corneum, in Example 11, dansyl chloride was applied to the same site before applying a 3% LAS aqueous solution. Other than that, each sample was applied in the same manner as in Example 11. The number of days when the fluorescence value disappeared by 50% was calculated from the daily change of the relative fluorescence value. Table 3 shows the results. The shorter the 50% fluorescence disappearance days, the faster the horny layer turnover is accelerated, suggesting that the skin is rough.

As is clear from Table 3, the hydroxypropyl-β-CD in the present invention was found to be extremely effective in suppressing corneal turnover as compared with the comparative sample.

──────────────────────────────────────────────────続 き Continuation of front page (72) Inventor Osamu Uejima 47-14 Kamo, Mishima City, Shizuoka Prefecture (56) References JP-A-54-70434 (JP, A) JP-A-63-192706 (JP, A) JP-A-61-227517 (JP, A) JP-T-61-500788 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A61K 7/00-7/50

Claims (2)

(57) [Claims] (1) at least one poorly water-soluble component selected from the group consisting of a polar oil, an ultraviolet absorber, an anti-inflammatory agent, an antiseptic, a bactericide, an oil-soluble coloring agent and a fragrance is included in a hydroxyalkylated cyclodextrin. Cosmetic excellent in prevention and improvement of rough skin, which contains clathrate, in which the content of clathrate is 25% by weight or less of the total cosmetics. 2. A hydroxyalkylated cyclodextrin includes at least one poorly water-soluble component selected from the group consisting of a polar oil, an ultraviolet absorber, an anti-inflammatory agent, an antiseptic, a bactericide, an oil-soluble coloring agent, and a fragrance. A powder cosmetic that is excellent in skin roughening prevention / improvement performance containing an inclusion material, and has an inclusion material content of 50% by weight or less of the total cosmetics. .