JP5254645B2 - Vesicle composition and external preparation for skin containing the vesicle composition - Google Patents

Description

  The present invention relates to a vesicle composition, and more particularly to a vesicle composition containing sodium lauryl dilauroyl glutamate, cholesterol and / or phytosterol, monostearyl glycerol ether, dipropylene glycol, and purified water. Furthermore, it is related with the skin external preparation which mix | blended this vesicle composition.

  A vesicle is a closed vesicle having a bilayer structure formed by an amphiphile, but because of its specific structure, it can contain active ingredients and is attracting attention as a carrier for drug delivery systems and the like. ing.

  Many amphipathic substances that make up this vesicle have been studied, but vesicles composed of phospholipids derived from living organisms are called liposomes, and many studies have been conducted from the viewpoint of safety to living organisms. . There is also a report that a vesicle dispersion is formed by combining this phospholipid with a specific cationic surfactant and applied to cosmetics (see, for example, Patent Document 1). However, liposomes are naturally derived components and have many limitations on stability over time, such as being easily affected by pH, temperature, and electrolytes.

On the other hand, many studies on vesicles using synthetic surfactants as amphiphilic substances constituting vesicles have been reported. As an example, a technique using a mono (long chain aliphatic) tri (short chain alkyl) ammonium salt, a di (long chain aliphatic) di (short chain alkyl) ammonium salt and a higher alcohol (for example, see Patent Document 2) There is. In recent years, studies have also been conducted on vesicle compositions using a multi-chain polyhydrophilic surfactant (see, for example, Patent Document 3).
JP 2006-193461 A JP 2006-104142 A JP 2006-290894 A

  However, in the technique of Patent Document 1, there is a limitation in application to an external skin preparation such as cosmetics when the odor is changed during time-lapse observation or the pH range for stabilizing the preparation is limited. Moreover, although the technique of patent document 2 is a technique regarding hair cosmetics, depending on the compounding quantity of a cationic surfactant, skin safety may be unpreferable. Furthermore, in the technique of Patent Document 3, vesicles can be obtained by a simple method using an amino acid-based surfactant, but there are cases where the stability over time is not satisfactory.

  From the above, it has been desired to develop a vesicle composition having further excellent temporal stability, and to develop a skin external preparation containing the vesicle composition.

  In the present invention, it is an object to develop and provide a vesicle composition having excellent stability over time by containing lysine sodium dilauroyl glutamate, cholesterol and / or phytosterol, monostearyl glycerin ether, dipropylene glycol, and water. It is another object of the present invention to provide an external preparation for skin containing the vesicle composition having an excellent moisturizing effect.

  In such a situation, the present inventors have intensively studied, and as a result, vesicle compositions containing dilauroyl glutamic acid sodium lysine, cholesterol and / or phytosterol, monostearyl glycerin ether, dipropylene glycol, and water have excellent temporal stability. As a result, the present invention has been completed.

That is, the present invention includes the following components (a) to (e);
The present invention relates to a vesicle composition containing (a) sodium lauryl dilauroylglutamate (b) cholesterol and / or phytosterol (c) monostearyl glycerol ether (d) dipropylene glycol (e) water.

  Moreover, the mass ratio (a) / (b) of the component (a) and the component (b) is 0.25 to 1, and the mass ratio of the component (a) and the component (c) (a ) / (C) is a vesicle composition characterized by being 0.25-1.

  Furthermore, it is related with the skin external preparation which mix | blended the said vesicle composition.

  The vesicle composition of the present invention is excellent in stability over time, and a skin external preparation formulated with the vesicle composition has excellent quality over time and further has a moisturizing effect.

Hereinafter, the present invention will be described in detail.
The component (a) sodium dilauroyl glutamate of the present invention is an essential component for forming vesicles. This is a multi-chain, multi-hydrophilic type surfactant having two hydrophobic groups and two hydrophilic groups in the molecule. Specific products include Perisea L-30 (pure solid content concentration 30%) provided in the form of an aqueous solution by Asahi Kasei Chemicals Corporation.

  Although content of the component (a) of this invention is not specifically limited, 0.01-10 mass% (henceforth "%" is abbreviated as a unit) is preferable, and 0.01-5% is more preferable. When component (a) is contained within this range, a vesicle composition having excellent stability over time can be obtained.

  The component (b) cholesterol and / or phytosterol of the present invention is essential as a vesicle constituent component, and the stability with time can be improved by containing this.

  The content of component (b) in the vesicle composition of the present invention is not particularly limited, but is generally preferably 0.005 to 10%.

  The component (c) monostearyl glycerin ether of the present invention contributes to the stability of the bilayer structure in the vesicle composition, and by containing this, the stability over time can be improved.

  Although content of the monostearyl glycerin ether of the component (c) in the vesicle composition of this invention is not specifically limited, Generally 0.1 to 10% is preferable.

  In the vesicle composition of the present invention, when the content ratio (a) / (b) of the component (a) to the component (b) is in the range of 0.25 to 1, the stability over time is better. When it is 0.35-1, it becomes more preferable. In the vesicle composition of the present invention, when the mass ratio (a) / (c) of the component (a) and the component (c) is in the range of 0.25 to 1, the stability over time is better. It becomes a thing more preferable in the range of 0.5-1.

  The component (d) dipropylene glycol of the present invention is particularly effective as a solvent for dispersing the component (a) in water and is an essential component for preparing a vesicle composition having excellent temporal stability. .

  Although the content of the component (d) of the present invention is not particularly limited, it can be appropriately determined according to the content of the component (a), but when the content is 1 to 40%, the vesicle composition This range is preferred because it is particularly excellent not only in stability but also in its moisturizing effect.

  The water of the component (e) of the present invention is used as a dispersion medium for the components (a) to (d), but is not particularly limited as long as it is used for a skin external preparation. For example, purified water, hot spring water, deep layer Water, steam distilled water such as plants, and the like can be mentioned. The content of component (e) is not particularly limited and is appropriately determined depending on the content of components (a) to (d), but is generally 20 to 95%.

  Various methods can be used as a method for producing the vesicle composition of the present invention. For example, component (b) and component (c) are dispersed in component (d) at 70 ° C. It can be obtained by stirring and mixing the aqueous component containing the component (a) and the component (e) dissolved at 70 ° C. with heating and then gradually cooling to room temperature.

  The vesicle composition of the present invention and the external preparation for skin containing the vesicle composition are optional components to be blended with normal external preparation for skin within the range of not impeding the effects of the present invention, that is, oil, alcohol, powder, water-soluble Contains polymer, film-forming agent, surfactant, oil-soluble gelling agent, organically modified clay mineral, resin, UV absorber, preservative, antibacterial agent, fragrance, antioxidant, pH adjuster, chelating agent, etc. be able to.

  In the vesicle composition of the present invention, the vesicle composition can be used as the skin external preparation of the present invention as it is. It is also possible to formulate a skin external preparation by blending these optional ingredients. In particular, in skin care cosmetics and hair cosmetics, it is possible to obtain excellent effects.

  The use of the external preparation for skin of the present invention may be exemplified by skin care cosmetics such as skin lotions, emulsions, creams, eye creams, cosmetics, massages, packs, hand creams, body creams, and other cosmetic base preparations. it can. Moreover, the usage method includes a method of using by hand and fingers, a method of using it by impregnating a nonwoven fabric and the like.

  The method for producing an external preparation for skin of the present invention can prepare a vesicle composition in advance and then combine it with other components to prepare an external preparation for skin, but simultaneously obtain a vesicle composition while preparing an external preparation for skin. Is also possible.

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited thereto.

Invention products 1 to 11 and comparative products 1 to 8: Vesicle composition Vesicle compositions were prepared by the compositions shown in Tables 1 and 2 and the following production method. Vesicle formation was confirmed under a polarizing microscope and judged by the presence or absence of a Maltese cross image. Moreover, as evaluation of the temporal stability of a vesicle composition, (1) 50 degreeC, (2) 40 degreeC, (3) 25 degreeC, (4) vesicle composition after one month passage under -5 degreeC conditions The presence or absence of precipitation of the product was determined by visual observation. The results are also shown in Table 1 and Table 2.

(Production method)
A: Components (3) to (7) are heated to 70 ° C.
B: Components (1), (2), (8) to (12) are heated to 70 ° C.
C: Add B to A and mix and stir with a disper mixer.
D: After cooling C to room temperature, component (13) was added to obtain a vesicle composition.

(Evaluation method: Stability of vesicle composition)
The stability of the vesicle composition was confirmed with a polarizing microscope. Based on the state immediately after the preparation of the vesicle composition, the comparison was made with the state of the vesicle composition after one month at a constant temperature of 25 ° C. The amount of the Maltese cross image confirmed over time was determined using the following (a) three-step criterion.
(Evaluation method: Stability over time)
The evaluation of the stability over time of the vesicle composition is as follows: (1) 50 ° C., (2) 40 ° C., (3) 25 ° C., (4) The degree of precipitation after one month at -5 ° C. (B) Judgment was made using a four-step criterion.

(I) Three-stage criteria (Judgment): (Evaluation)
○: The Maltese cross image was confirmed in the same way
△: Although a part of the Maltese cross image can be confirmed, it clearly decreased
×: The Martese cross image could not be observed. (B) Four-step criteria (Criteria): (Evaluation)
◎: No precipitation is observed
○: Slight precipitation is observed but does not cause a problem
Δ: There is a problem with precipitation.
×: Precipitation is considerably seen and there is a problem

  As is clear from the results in Tables 1 and 2, the products 1 to 11 of the present invention were vesicle compositions having excellent stability under various temperature conditions in the confirmation over time. On the other hand, instead of component (c), comparative product 1 containing cetostearyl alcohol, comparative product 2 containing polyoxyethylene hydrogenated castor oil (POE10), and comparative product 3 and component (d) containing no component (d) In Comparative Example 4 containing 1,3-butylene glycol instead of), although a vesicle composition was formed, there was a problem in stability over time such as precipitation was observed over time. In comparative product 5 using sodium lauroyl glutamate instead of component (a), comparative product 6 not containing component (b), comparative product 7 not containing component (c), and comparative product 8 not containing component (a) In any case, vesicles could not be formed.

Invention products 12 to 16: external preparation for skin An external preparation for skin (skin lotion) containing the vesicle composition shown in Table 3 was prepared by the following production method. The stability over time of the obtained external preparation for skin (skin lotion) is as follows: (1) 50 ° C, (2) 40 ° C, (3) 25 ° C, (4) after 5 months at 5 ° C. The presence or absence of precipitation of the vesicle composition was visually observed. Furthermore, the moisturizing effect as a skin external preparation was evaluated by the following method.

(Production method)
A: Components (1) to (3) are dissolved by heating at 70 ° C.
B: Components (4) to (8) and (14) are dissolved by heating at 70 ° C., and A is added and dispersed.
C: After cooling B, components (9) to (13) and (15) were added and mixed to obtain a skin external preparation (skin lotion).

(Evaluation method: Stability over time)
Evaluation of stability over time as an external preparation for skin is as follows in terms of the degree of precipitation after one month at (1) 50 ° C, (2) 40 ° C, (3) 25 ° C, (4) -5 ° C. The determination was made using the (b) 4-step criteria.

(B) Four-step criteria
◎: No precipitation is observed
○: Slight precipitation is observed but does not cause a problem
Δ: There is a problem with precipitation.
×: Precipitation is considerably seen and there is a problem

(Evaluation method: moisturizing effect)
Twenty women in their 20s and 40s use each lotion of the products 12 to 16 of the present invention every day for one month every morning and evening, and the moisturizing effect is sensory-evaluated according to the following (c) 5-step evaluation criteria, Furthermore, the average value of the scores of all the panels was determined using (d) a four-step criterion.
(C) Five-level evaluation criteria (Evaluation): (Grade)
I feel very much: 5 points I feel a little: 4 points Normal: 3 points I don't feel so much: 2 points I don't feel: 1 point (d) 4-level criteria (average of all panel scores): (Judgment)
Average score of 4.5 or more: ◎
Average score of 3.5 or more and less than 4.5: ○
Average score of 2.5 or more and less than 3.5: △
Average score of less than 2.5: ×

  The skin external preparation (skin lotion) of Example 2 was a skin external preparation excellent in the aging stability of the vesicle composition and excellent in the moisturizing effect.

Cream (ingredient) (%)
1. Hydrogenated soybean phospholipid 2.0
2. Polyoxyethylene (20) sorbitan monooleate 3.0
3. Cetostearyl alcohol 3.0
4). Squalane 10.0
5. Medfoam oil 5.0
6). Cholesteryl hydroxystearate 3.0
7. Paraffin wax 5.0
8). Glycerin 10.0
9. Dipropylene glycol 10.0
10. Purified water remaining amount 11. Ethanol 5.0
12 Preservative appropriate amount13. Composition manufactured with Invention Product 2 10.0
14 Perfume

(Manufacturing method)
A: Components (1) to (7) are dissolved by heating at 70 ° C.
B: Components (8) to (12) are heated and dissolved at 70 ° C., then added to A and emulsified.
C: After cooling B to room temperature, components (13) and (14) were added to obtain a cream.

  The cream of Example 3 was an external preparation for skin with excellent aging stability of the vesicle composition and excellent moisturizing effect.

Sheet cosmetic (component) (%)
1. Polyoxyethylene (20) sorbitan monostearate 1.8
2. Sorbitan sesquioleate 0.5
3. Polyoxyethylene alkyl ether phosphoric acid 0.1
4). Squalane 1.0
5. Glyceryl tri-2-ethylhexanoate 0.5
6). Behenyl alcohol 0.2
7.1,3-Butylene glycol 15.0
8). Sodium hydroxide 0.03
9. Methyl paraoxybenzoate 0.1
10. Purified water remaining amount 11. Ethanol 5.0
12 Composition manufactured with Product 3 of the invention 5.0
13. Perfume

(Manufacturing method)
A: Components (1) to (6) are dissolved by heating at 70 ° C.
B: After components (7) to (11) are heated and dissolved at 70 ° C., A is added and emulsified.
C: After cooling B, components (12) and (13) are added, and this is impregnated into the nonwoven fabric.
D: C was sealed and filled in an aluminum laminate bag-like container to obtain a sheet-like cosmetic.

The sheet-form cosmetic of Example 4 was a skin external preparation excellent in the temporal stability of the vesicle composition and excellent in the moisturizing effect.

Creamy oil-in-water emulsified base cosmetic (ingredient) (%)
1. Zinc oxide (particle diameter 200nm) 2.0
2. Methyl polysiloxane 30.0
3. Polyoxyethylene (30) cholesteryl ether 1.0
4). Octyl palmitate 1.5
5. Acrylic-silicone graft copolymer mixture (Note 1) 2.0
6). 6. Purified water remaining amount Ethanol 5.0
8). Propylene glycol 5.0
9. Silica powder 2.0
10. Preservative appropriate amount11. Perfume appropriate amount 12. Composition manufactured with Product 4 of the present invention 10.0
Note 1) KP-543 (acrylic-silicone graft copolymer 50%: butyl acetate 50% mixture, manufactured by Shin-Etsu Chemical Co., Ltd.)

(Production method)
A: Components (1) to (5) are subjected to a dispersion treatment with a three-roll mill.
B: Components (6) to (11) are mixed uniformly.
C: A was added to B and emulsified, and (12) was added to obtain a creamy oil-in-water emulsion base cosmetic.

The creamy oil-in-water emulsified base cosmetic of Example 5 was an external preparation for skin having good aging stability of the vesicle composition and excellent moisturizing effect.

Oil-in-water emulsified sunscreen (component) (%)
1. α-monoalkoxypolydimethylsiloxane 15% treated fine particle zinc oxide (particle size 40 nm) 5.0
2. Dimethylpolysiloxane 10.0
3. Partially cross-linked organopolysiloxane mixture (Note 1) 1.5
4). Methylphenylpolysiloxane 15.0
5. Purified water remaining amount 6. Acrylamide and 2-acrylamido-2-methylpropanesulfonic acid cross-linked copolymer (Note 2) 2.0
7. Glycerin 5.0
8). Cetostearyl glucoside 0.5
9. Composition manufactured with Product 5 of the present invention 8.0
10. Preservative appropriate amount11. Perfume appropriate amount Note 1) KSG-15 (5% partially crosslinked organopolysiloxane: 95% cyclopentasiloxane mixture, manufactured by Shin-Etsu Chemical Co., Ltd.)
Note 2): Sepigel 305 (manufactured by SEPPIC)

(Production method)
A: Disperse components (1) to (4) with a three-roll mill.
B: Components (5) to (11) are mixed uniformly.
C: A was added to B and emulsified to obtain an oil-in-water emulsified sunscreen.

  The oil-in-water emulsified sunscreen of Example 6 was a skin external preparation having good aging stability of the vesicle composition and excellent moisturizing effect.

Latex (ingredient) (%)
1. Polyoxyethylene (20) sorbitan monostearate 3.0
2. Behenyl alcohol 2.0
3. Liquid paraffin 6.0
4). Jojoba oil 3.0
5. Cholesteryl oleate 1.0
6). Stearoyl methyl taurine sodium 1.0
7. Glycerin 10.0
8.1,3-Butylene glycol 10.0
9. 1,2-pentanediol 1.0
10. Purified water remaining amount 11. Xanthan gum 0.1
12 Hydroxymethylcellulose 0.1
13. Preservative appropriate amount14. Composition manufactured with Invention Product 1 10.0
15. Perfume

(Manufacturing method)
A: Components (1) to (6) are dissolved by heating at 70 ° C.
B: After components (7) to (13) are heated and dissolved at 70 ° C., A is added and emulsified.
C: After cooling B to room temperature, components (14) and (15) were added to obtain an emulsion.

  The emulsion of Example 7 was an external preparation for skin having good aging stability of the vesicle composition and excellent moisturizing effect.

Eye cream (ingredient) (%)
1. Polyoxyethylene (20) sorbitan monopalmitate 3.0
2. Glycerol monostearate 2.0
3. Stearyl alcohol 5.0
4). Liquid paraffin 15.0
5. Isononyl isononanoate 5.0
6). Beeswax 3.0
7. Vaseline 5.0
8). Sodium stearoyl glutamate 1.0
9. Diglycerin 10.0
10.1,3-butylene glycol 10.0
11. Purified water remaining amount 12. Polyvinylpyrrolidone 1.0
13. Preservative appropriate amount14. Composition 20.0 produced with Invention Product 20.0
15. Perfume

(Manufacturing method)
A: Components (1) to (7) are dissolved by heating at 70 ° C.
B: After components (8) to (13) are heated and dissolved at 70 ° C., A is added and emulsified.
C: After cooling B to room temperature, components (14) and (15) were added to obtain an eye cream.

  The eye cream of Example 8 was an external preparation for skin having good vesicle composition stability over time and excellent moisturizing effect.

Eye cream (ingredient) (%)
1. Sorbitan monooleate 1.0
2. Cetostearyl alcohol 1.0
3.2 Cetyl 2-ethylhexanoate 2.0
4). Hydroxy stearic acid hydrogenated castor oil 1.0
5. Decamethylpentasiloxane 3.0
6). Stearic acid 2.0
7. Hydrogenated soybean lysophospholipid 1.0
8). Glycerin 10.0
9. Ethanol 10.0
10. Purified water remaining amount 11. Triethanolamine 1.0
12 Carboxyvinyl polymer 0.2
13. Preservative appropriate amount14. Composition manufactured with Product 3 of the invention 5.0
15. Perfume

(Manufacturing method)
A: Components (1) to (6) are dissolved by heating at 70 ° C.
B: Components (7) to (13) are heated and dissolved at 70 ° C., then added to A and emulsified.
C: After cooling B to room temperature, components (14) and (15) were added to obtain an eye cream.

The eye cream of Example 9 was a topical skin preparation with good aging stability of the vesicle composition and excellent moisturizing effect.

Claims (3)

The following components (a) to (e);
A vesicle composition comprising (a) lysine sodium dilauroylglutamate (b) cholesterol and / or phytosterol (c) monostearyl glycerin ether (d) dipropylene glycol (e) water ,
The content of the component (a) is 0.01 to 5% by mass,
Wherein Ri is 0.1 to 10% by mass content of the component (c),
And the vesicle composition whose containing mass ratio (a) / (b) of the said component (a) and the said component (b) is 0.25-1 . Before SL-containing weight ratio of component (a) and the component (c) (a) / ( c) is, claim 1 vesicle composition, wherein it is 0.25. An external preparation for skin, comprising the vesicle composition according to claim 1 or 2.