JP6419661B2 - Skin external preparation composition and skin external preparation containing the skin external preparation composition - Google Patents

Description

  TECHNICAL FIELD The present invention relates to a skin external preparation composition and a skin external preparation containing the skin external preparation composition. In particular, the skin external preparation composition can easily dissolve and disperse sphingosine such as ceramide and has good stability. And a skin external preparation containing the skin external preparation composition.

  Ceramide, a kind of sphingosine, is an intercellular lipid in the stratum corneum and has a barrier function against foreign substances from outside the skin and a moisturizing function that retains moisture, and is known to be a useful component for the skin. ing. Therefore, it has been widely used not only for skin care but also for skin external preparations including pharmaceuticals such as makeup cosmetics.

  However, although ceramide dissolves in oil or the like, only a part of the ceramide is dissolved and the solubility is extremely poor. In particular, even though it seems to be temporarily dissolved, it has been difficult to dissolve stably, such as crystals being precipitated over time.

  Therefore, various techniques have been adopted to improve the stability of ceramide. For example, Patent Document 1 includes (A) ceramides selected from (A) ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, sphingosine and phytosphingosine, (B) alkyloyl lactic acid and / or a salt thereof, (C) A ceramide-containing cosmetic additive containing glycerin and / or a polyglycerin fatty acid ester having a polymerization degree of 2 or more is disclosed, and Patent Document 2 contains (1) ceramides and contains an oil phase component in an aqueous phase. A ceramide-containing particle having a volume average particle diameter of 1 nm to 100 nm and (2) a fatty acid component having a melting point of 30 ° C. or less and a fatty acid salt, wherein lauric acid, isostearin Selected from the group consisting of acids, oleic acid, γ-linolenic acid, α-linolenic acid, linoleic acid, and salts thereof And at least one fatty acid component, and the nonionic surfactant is 0 or 0.1 times or less the total mass of the ceramides, and the ionic interface other than the fatty acid component A ceramide dispersion in which the active agent is 0 or less than 0.05 times the total mass of the ceramides and the pH is 6 or more and 8 or less is disclosed.

  Patent Document 3 discloses that (A) ceramide, (B) lecithin, a sucrose fatty acid ester, and one kind of surfactant selected from di-long-chain alkyl quaternary ammonium salt cations are homogeneous in an organic solvent. A ceramide-surfactant complex obtained by removing the organic solvent from the organic solvent solution dissolved in the solution by spray drying or freeze drying, and simultaneously depositing (A) and (B), and (A) And (B) are disclosed in a composite having a blending ratio of 0.01 to 99: 1 to 99.99% by weight. Patent Document 4 discloses at least the following components (A), (B), ( C) component, (D) component and (E) component, (A) sucrose fatty acid ester 0.1-20 mass%, (B) sphingosine and / or its derivative 0.01-5 mass%, (C) many Aqueous component containing a monohydric alcohol 83- 7% by mass, (D) 0.1 to 2% by mass of a fatty acid having a melting point of 80 ° C. or less and / or a higher alcohol having a melting point of 80 ° C. or less, and a content ratio of (E) (A) 0 A vesicle dispersion characterized by comprising 0.01 to 1% by mass of a 001 to 0.4 times sterol is disclosed.

  On the other hand, sucrose fatty acid esters are used in skin external preparations such as cosmetics because of their high safety. For example, Patent Document 5 discloses (A) hydrogenated polyisobutene, (B) branched fatty acid ester and (C ) Cosmetic composition for lips containing sucrose isostearic acid ester, wherein the branched fatty acid ester of component (B) is isostearyl isostearate, component (A) is 20 to 60% by weight, component (B) Is a cosmetic composition for lips, in which the total amount is 90% by weight or more. A topical composition for preventing or ameliorating such conditions, 1) in the form of a viscous fluid at 1 atm and 25 ° C. 2) diisostearyl malate and tetraisostearic acid Including sucrose Composition is disclosed.

JP 2001-199872 A Japanese Patent No. 5507461 Japanese Patent No. 3817354 Japanese Patent No. 4527530 Japanese Patent No. 5719234 Japanese Patent No. 4122272

  However, although the technique described in Patent Document 1 dissolves ceramide in polyglycerin fatty acid ester, only a part of the ceramide is dissolved and the solubility is extremely poor. Moreover, since the technique described in Patent Document 2 has many essential blending components, it is complicated and has many prescription restrictions, and further, the solubility and stability cannot be sufficiently improved.

  Moreover, since the technique described in Patent Document 3 has a complicated process such as spray drying, it cannot be easily dissolved and the solubility and stability cannot be sufficiently improved. Furthermore, since the technique described in Patent Document 4 requires many components to produce a vesicle, it is complicated and has many prescription restrictions, and can sufficiently improve solubility and stability. It wasn't.

  The techniques described in Patent Documents 5 and 6 are techniques in which sucrose fatty acid esters are used for external preparations for skin such as cosmetics, but the solubility of sphingosine such as ceramide has not been studied. .

  Accordingly, an object of the present invention is to solve the above-mentioned problems of the prior art, easily dissolve and disperse sphingosine such as ceramide and the like, and a skin external preparation composition having good stability and the skin external preparation composition It is providing the skin external preparation containing this.

  As a result of intensive studies to solve the above problems, the present inventors have found that the object can be achieved by containing a sucrose fatty acid ester having a specific property and sphingosine such as ceramide. The present invention has been completed.

That is, the skin external preparation composition of the present invention comprises (A) sucrose fatty acid ester which is liquid at room temperature, and (B) one or more selected from the group consisting of sphingosine, sphingosine derivatives, phospholipids and sterols. Contains ,
(A) the fatty cold sucrose fatty acid ester liquid is characterized in der isostearic acid Rukoto.

Moreover, the skin external preparation composition of this invention is (A) 1 or more types chosen from the group which consists of sucrose fatty acid ester liquid at normal temperature, and (B) phytosphingosine, ceramide, sphingomyelin, cerebroside, and sugar ceramide. Containing,
(A) The fatty acid of sucrose fatty acid ester which is liquid at normal temperature is isostearic acid .

  Furthermore, in the skin external preparation composition of the present invention, the esterification degree of the sucrose fatty acid ester which is liquid at room temperature (A) is preferably 1-8.

  The external preparation for skin of the present invention is characterized by containing the external preparation composition for skin.

  ADVANTAGE OF THE INVENTION According to this invention, sphingosine etc., such as ceramide, can melt | dissolve and disperse | distribute easily, Furthermore, the skin external preparation composition which has favorable stability, and the skin external preparation containing this skin external preparation composition can be provided.

It is the microscope picture which melt | dissolved "ceramide 2 (brand name)" by Sederma in "CRODESTA 6IS (brand name), hexaisostearic acid sucrose". It is the microscope picture which disperse | distributed "ceramide 2 (brand name)" by Sederma in "Heptaisostearic acid sucrose".

Hereinafter, the skin external preparation composition of the present invention and the skin external preparation containing the skin external preparation composition will be specifically described.
Skin external composition of the present invention contains a sucrose fatty acid ester liquid, and a one or more selected from (B), sphingosine derivatives, the group consisting of phospholipids and sterols in (A) room temperature the (a) liquid at room temperature fatty sucrose fatty acid ester is characterized in der isostearic acid Rukoto. The skin external preparation composition of the present invention comprises (A) one or more kinds selected from the group consisting of sucrose fatty acid ester which is liquid at normal temperature, and (B) phytosphingosine, ceramide, sphingomyelin, cerebroside and sugar ceramide. And (A) the fatty acid of the sucrose fatty acid ester which is liquid at normal temperature is isostearic acid . Conventionally, for example, in the technique described in Japanese Patent No. 4527530, the sucrose fatty acid ester used for dissolving sphingosine or the like is in a powder form or a solid form. Therefore, in order to dissolve and disperse sphingosine and the like, other components such as polyhydric alcohol are essential, and the emulsifying power of sucrose fatty acid ester cannot be fully utilized, resulting in good stability and the like. There wasn't. Therefore, in the present invention, by limiting the sucrose fatty acid ester to a liquid form at room temperature, the emulsifying power of the sucrose fatty acid ester can be fully utilized, and sphingosine such as ceramide can be easily dissolved and dispersed. In addition, the stability could be improved. Here, “normal temperature” is a so-called general indoor temperature (room temperature), for example, a temperature range of 20 to 30 ° C.

  In the present invention, the sucrose fatty acid ester that is liquid at room temperature (A) is not particularly limited as long as it is liquid at room temperature and can be used for a skin external preparation or the like. Further, a sucrose fatty acid ester which is liquid at normal temperature may be obtained by combining a sucrose fatty acid ester which is liquid at normal temperature and a sucrose fatty acid ester which is solid at normal temperature.

  Moreover, in this invention, it is preferable that the fatty acid of said (A) sucrose fatty acid ester liquid at normal temperature is a C8-C30 fatty acid, and it is more preferable that it is a C8-C22 fatty acid. By making the fatty acid a fatty acid having 8 to 30 carbon atoms, it is possible to improve the familiarity with one or more components selected from the group consisting of (B) sphingosine, sphingosine derivatives, phospholipids and sterols. .

  Examples of the fatty acid having 8 to 30 carbon atoms include caprylic acid, nonanoic acid, capric acid, undecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, eicoic acid, behenic acid, tetracosanoic acid, hexacosanoic acid, octacosanoic acid. Linear saturated fatty acids such as acids, undecylenic acid, palmitoleic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid and other unsaturated fatty acids, 2-ethylhexanoic acid, 2-butyl Examples thereof include branched fatty acids such as octanoic acid, 2-hexyldecanoic acid, 2-octyldodecanoic acid, 2-undecyltetradecanoic acid, isononanoic acid and isostearic acid.

  Furthermore, in the present invention, the fatty acid of the sucrose fatty acid ester that is liquid at room temperature (A) is preferably a saturated fatty acid having 8 to 30 carbon atoms, particularly preferably isostearic acid. By using isostearic acid as the fatty acid, sphingosine such as ceramide can be dissolved and dispersed more easily, and the stability can be further improved.

  Furthermore, in the present invention, the degree of esterification of the sucrose fatty acid ester that is liquid at room temperature (A) is preferably 1-8, more preferably 3-7, and 4-6. Is even more preferred. By adjusting the degree of esterification of the sucrose fatty acid ester, the fatty acid of the sucrose fatty acid ester can be easily liquefied at room temperature, sphingosine such as ceramide can be dissolved more easily, and the stability can be further improved.

  In the present invention, the (A) sucrose fatty acid ester that is liquid at room temperature is, for example, “CRODESTA 4IS (trade name), sucrose tetraisostearate”, “CRODESTA 6IS (trade name), hexa Examples thereof include “sucrose isostearate”, “Surf Hope SE COSME C-2102 (trade name), pentaerucate sucrose” manufactured by Mitsubishi Chemical Foods Corporation.

  In the present invention, (B) one or more selected from the group consisting of sphingosine, sphingosine derivatives, phospholipids and sterols includes at least one component from sphingosine, sphingosine derivatives, phospholipids and sterols. It may be sufficient and may contain two or more kinds of ingredients.

  In the present invention, the sphingosine and the sphingosine derivative are substances having a sphingosine skeleton, and are not limited as long as they can be used for external preparations for skin. For example, phytosphingosine, ceramide, sphingomyelin, cerebroside, sugar ceramide And one or more of these can be used. Among them, ceramide most often used for external preparations for skin is preferable, and the origin of ceramide includes ceramide produced using yeast, ceramide by chemical synthesis, ceramide obtained from plants, etc. Can be used. Examples of such ceramides include ceramides 1 to 6, among which ceramide 2, ceramide 3 or ceramide 6 is particularly preferable.

  Examples of the sphingosine and the sphingosine derivative include “ceramide 2 (trade name), ceramide 2”, “ceramide HO 3 (trade name), ceramide 3” manufactured by Sederma, and “ceramide TIC-” manufactured by Takasago International Corporation. “001 (trade name), Ceramide 2”, “Ceramide I (trade name), Ceramide 1”, “Ceramide III trade name”, Ceramide 3 ”,“ Ceramide IIIB (trade name), Ceramide 3 ”,“ Ceramide IV (trade name), ceramide 4 ”and the like.

  Further, in the present invention, the phospholipid has a structure in which fatty acid and phosphoric acid are combined with glycerin or sphingosine as a central skeleton, and alcohol is ester-bonded to phosphoric acid, and can be used for a skin external preparation or the like. Although it will not be limited if it is a thing, For example, phosphatidylcholine, phosphatidylethanolamine, phosphatidylglycerol, sphingomyelin etc. can be mentioned. Specific examples include “Physophingosine (trade name), phytosphingosine” manufactured by EVONIC.

  Furthermore, in the present invention, the sterols are not limited as long as they can be used for external preparations for skin, and examples thereof include cholesterol and phytosterols. Specifically, “Cholesterol NF (trade name), cholesterol” manufactured by Croda Japan Co., Ltd., “Phytosterol-SKP (trade name), phytosterol” manufactured by Tama Seikagaku Co., Ltd., “Kairei” manufactured by Nihon Suisan Co., Ltd. Marine cholesterol (trade name), cholesterol ”and the like.

  In the present invention, the content (compounding) ratio of (A) sucrose fatty acid ester which is liquid at normal temperature and one or more components selected from the group consisting of (B) sphingosine, sphingosine derivatives, phospholipids and sterols. Is not particularly limited as long as the effect of the present invention is obtained, but is selected from the group consisting of (B) sphingosine, sphingosine derivatives, phospholipids and sterols in (A) sucrose fatty acid ester which is liquid at room temperature. The total content of one or more components is preferably 0.01 to 30% by mass, and preferably 1 to 10% by mass. In the case of a low content such as 1%, the skin external preparation composition is liquid and can be easily contained in the skin external preparation. In addition, in the case of a high content such as 10%, it may become a solid, which facilitates the inclusion in makeup cosmetics such as lipstick.

  In the present invention, the method for producing the skin external preparation composition is not limited as long as it can be uniformly mixed and dissolved / dispersed. For example, (A) the sucrose fatty acid ester that is liquid at room temperature and the (B ) One or more selected from the group consisting of sphingosine, sphingosine derivatives, phospholipids and sterols are dissolved by sufficiently stirring at 100 to 120 ° C. and cooled to room temperature.

  The external preparation for skin of the present invention is characterized by containing the external preparation composition for skin. Thereby, sphingosine etc., such as ceramide, can be easily dissolved and dispersed, and a skin external preparation containing a skin external preparation composition with good stability can be obtained. Here, the external preparation for skin can be used on the human body or animal body, and is a broad concept including cosmetics, quasi-drugs, pharmaceuticals and the like. Furthermore, cosmetics and the like have a broad concept including basic cosmetics, makeup cosmetics, hair cosmetics, bath additives, and the like. In addition, content of the said skin external preparation composition in the skin external preparation of this invention will not be specifically limited if it is content which can maintain stability.

  In this invention, if the manufacturing method of a skin external preparation can contain the said skin external preparation composition, it will not specifically limit, The manufacturing method of a normal skin external preparation can be used. For example, if it is a lotion, a milky lotion, etc., it can manufacture by adding the said skin external preparation composition at normal temperature.

  In the present invention, other components and the like can be appropriately added to the skin external preparation composition and the skin external preparation containing the skin external preparation composition as long as the effects of the present invention are not impaired. Arbitrary ingredients other than the above can be contained in the qualitative and quantitative ranges, and ingredients usually contained in skin external preparations, such as oily ingredients, moisturizers, antioxidants, preservatives, fragrances, various vitamins , Chelating agents, colorants, ultraviolet absorbers, medicinal ingredients, inorganic salts, and the like.

  EXAMPLES Hereinafter, although this invention is demonstrated further in detail using an Example, this invention is not limited to these Examples. Moreover, the numerical value in prescription shows mass% hereafter.

(Examples 1-4, Comparative Examples 1 and 2)
1 or more types selected from the group consisting of (B) sphingosine, sphingosine derivatives, phospholipids and sterols in the blending amounts (contents) shown in Tables 1 to 4 below, (A) sucrose fatty acid ester that is liquid at room temperature Was added, and sufficiently stirred at 100 to 120 ° C. to dissolve, cooled to room temperature to prepare a skin external preparation composition, and a stability test was performed. (A) "CRODESTA 6IS (trade name), sucrose hexaisostearate", "CRODESTA 4IS (trade name), sucrose tetraisostearate", "sucrose heptaisostearate", "surf" “Hope SE COSME C-2102 (trade name), sucrose pentaerucate” is used, and (B) “ceramide 2 (product) as one or more components selected from the group consisting of sphingosine, sphingosine derivatives, phospholipids and sterols” Name), Ceramide 2 ”,“ Ceramide HO3 (trade name), Ceramide 3 ”,“ Ceramide TIC-001 (trade name), Ceramide 2 ”,“ Ceramide III (trade name), Ceramide 3 ”,“ Ceramide III B (product) Name), Ceramide 3 "," Ce Ramide IV (trade name), Ceramide 4 "," Cholesterol NF (trade name), Cholesterol "," Kairei Marine Cholesterol (trade name), Cholesterol "," Phytosterol-SKP (trade name), Phytosterol "," Physosphingosine ( Product name), Phytosphingosine ”. Evaluation of stability of the obtained skin external preparation composition was performed based on the following stability test, and was written together in following Tables 1-4.

(Stability test)
The skin external preparation composition was stored at room temperature, and the state after 1 day, 7 days, 1 month and 6 months was evaluated visually and with a polarizing microscope. Evaluation was performed according to the following evaluation criteria. As shown in FIG. 1, “white turbid dissolution” is a state in which crystals are not visible under a microscope, and “white turbidity dispersion” is a state in which crystals are visible under a microscope as shown in FIG. .

(Evaluation criteria)
◎: Completely transparent dissolution ○: White turbid dissolution △: White turbid dispersion ×: Insoluble

  FIG. 1 is a photomicrograph (polarizing microscope, 200 times) of “CERADESTA 6IS (trade name), sucrose hexaisostearate” in which “Ceramide 2 (trade name)” manufactured by Sederma is dissolved. It is a microscope picture which shows the state of "white cloud dissolution" of a thing. FIG. 2 is a photomicrograph (polarized microscope, 200 times) of “ceramide 2 (trade name)” manufactured by Sederma, dispersed in “sucrose heptaisostearate”. And is a photomicrograph showing the state of "white turbid dispersion" of the external preparation for skin.

  As shown in Tables 1 to 4, in Comparative Examples 1 and 2, one or more components selected from the group consisting of (B) sphingosine, sphingosine derivatives, phospholipids and sterols cannot be dissolved at all. In Examples 1 to 4, it was easily dissolved and dispersed. Therefore, by containing (A) a sucrose fatty acid ester that is liquid at room temperature and (B) one or more selected from the group consisting of sphingosine, sphingosine derivatives, phospholipids, and sterols, It was possible to provide a skin external preparation composition that can easily dissolve and disperse sphingosine and the like, and that has good stability.

(Preparation of skin external preparation composition 1)
1% of “Ceramide 2 (trade name), Ceramide 2” was dissolved in “CRODESTA 6IS (trade name), sucrose hexaisostearate” to prepare skin external preparation composition 1.

(Preparation of skin external preparation composition 2)
1% of “Ceramide HO3 (trade name), Ceramide 3” was dissolved in “CRODESTA 4IS (trade name), sucrose tetraisostearate” to prepare a skin external preparation composition 2.

  Skin external preparation composition 1 and skin external preparation composition 2 were added to prepare skin external preparations of Examples 5 to 17 below.

(Example 5)
A lotion was prepared according to the formulation shown in Table 5 below.

(Example 6)
A lotion was prepared according to the formulation shown in Table 6 below.

(Example 7)
A cream was prepared according to the formulation described in Table 7 below.

(Example 8)
A cream was prepared according to the formulation described in Table 8 below.

Example 9
A cosmetic solution was prepared according to the prescription in Table 9 below.

(Example 10)
A cosmetic solution was prepared according to the formulation shown in Table 10 below.

(Example 11)
A cleansing foam was prepared according to the formulation shown in Table 11 below.

(Example 12)
A shampoo was prepared according to the formulation described in Table 12 below.

(Example 13)
A body soap was prepared according to the formulation shown in Table 13 below.

(Example 14)
A stick foundation was prepared according to the formulation described in Table 14 below.

(Example 15)
A stick-shaped lipstick was prepared according to the formulation shown in Table 15 below.

(Example 16)
Teak was prepared according to the formulation described in Table 16 below.

(Example 17)
An eyebrow was prepared according to the formulation described in Table 17 below.

Claims (2)

(A) sucrose fatty acid ester that is liquid at room temperature, and (B) one or more selected from the group consisting of sphingosine, phytosphingosine, ceramide, sphingomyelin, cerebroside, and sugar ceramide ,
(A) the fatty cold sucrose fatty acid ester liquid is Ri isostearate der,
The total content of one or more components selected from the group consisting of (B) sphingosine, phytosphingosine, ceramide, sphingomyelin, cerebroside, and sugar ceramide in (A) liquid sucrose fatty acid ester at room temperature is 0. skin external agent composition, characterized in .01～10% by mass Rukoto. A skin external preparation comprising the skin external preparation composition according to claim 1 ,
The external preparation for skin, wherein the content of (B) in (A) in the external preparation for skin is maintained at the content in the external preparation for skin .