TW200800282A - Skin-whitening agent for external application to the skin, and method for whitening the skin - Google Patents

Abstract

Disclosed is a skin-whitening agent for external application to the skin, which comprises sucrose linoleate as an active ingredient.

Description

200800282 (1) Description of the Invention [Technical Field] The present invention relates to a novel whitening skin external preparation and a skin whitening method. [Prior Art] Conventionally, an ester of a higher fatty acid is a reagent which contributes to the stabilization of a reaction system, and is widely used as an external preparation for skin, for example, as a surfactant. For example, in order to improve the stability of the preparation, a skin external preparation containing a fatty acid ester is proposed (Patent Document 1). Further, it has been disclosed that a sucrose ester type nonionic surfactant containing a saturated or unsaturated fatty acid having a carbon number of 12 to 22 is an active ingredient carrier of a film component, and is also proposed to be used for cosmetics (Patent Document 2). Higher fatty acids and derivatives thereof have also been proposed as an active ingredient in whitening agents and are mixed with external preparations for skin. For example, there are proposed whitening cosmetics containing a fatty acid such as linoleic acid having a carbon number of 18 to 22 and having an unsaturation in the molecular structure of 2 or more, a salt thereof, or an ester of a monovalent or divalent alcohol as an active ingredient. (Patent Document 3). And a whitening cosmetic (Patent Document 4) containing an oil-soluble extract such as linoleic acid and the like and an oil-soluble extract extracted from licorice. Patent Document 1: Japanese Laid-Open Patent Publication No. Hei 9494927 Patent Document 2: Patent No. 3,341,752 Patent Document 3: Japanese Patent Laid-Open No. Hei No. No. No. No. No. No. No. No. No. No. No. No. No. No. No. No. No. No. However, when linoleic acid, a salt thereof, or an ester thereof and an external preparation for skin are mixed, it is easy to cause a odor change over time, and the discoloration may cause problems in preservation stability. Therefore, the present invention provides a skin which does not cause (or cause less) temporal deterioration, has good preservation stability, and can achieve the same excellent whitening effect as when mixed with linoleic acid. A topical agent is a subject. DISCLOSURE OF THE INVENTION The inventors of the present invention have found that a compound having an excellent whitening effect similar to linoleic acid can be obtained, and as a result, it has been found that sucrose linoleic acid ester obtained by forming an ester bond with linoleic acid can be achieved. The excellent whitening effect of linoleic acid. Further, it has been found that sucrose linoleic acid ester has a particularly high percutaneous absorption effect compared with oil-based fatty acid, and has excellent stability in preparation. Based on these findings, the review is repeated and the present invention has been completed. That is, in order to solve the above problems, the present invention provides a skin external preparation for whitening containing sucrose linoleic acid ester as an active ingredient. The sucrose linoleic acid ester for use in the external preparation for skin of the present invention is not particularly limited to the number of ester linkages in one molecule, and may be a monoester body, a diester body, and a plurality of esters having three, four or more Any one of the selected polyesters (the case where an ester having 3 or more ester bonds is referred to as a "polyester") may be used, or two or more selected from the above may be used. mixture. According to a preferred embodiment of the present invention, the sucrose linoleic acid ester is a whitening skin external preparation containing 20% by mass or more of the diester-containing body; and the sucrose linoleic acid ester is 20% by mass or more of the monoester-containing body. Skin 1-5-200800282 (3) The external preparation; and the sucrose linoleic acid ester is 20% by mass or more of the diester-containing body, and the whitening skin external preparation containing 20% by mass or more of the monoester body. The skin external preparation for whitening of the present invention preferably further comprises at least one whitening agent other than sucrose linoleic acid, the whitening agent being at least one selected from the group consisting of ascorbic acid and derivatives thereof, arbutin and ellagic acid. It is better. ‘From another point of view, the present invention provides a whitening method for skin containing sucrose linoleate as an active ingredient; and a method for producing a whitening cosmetic containing sucrose linoleic acid φ ester. According to the present invention, it is possible to provide a skin external preparation which does not cause (or causes less) odor change/discoloration over time, and which has good preservation stability while achieving the same excellent whitening effect as in the case of mixing linoleic acid. The invention is described in detail below. Further, in the present specification, "~" means a range including the number before and after it. For the purposes of the figures, “above” means the number and the extent of the number, and “below” means the number and the extent of the number. φ The present invention relates to a skin external preparation for whitening containing sucrose linoleic acid ester as an active ingredient. The sucrose has eight hydroxyl groups which are capable of forming an ester bond with the carboxyl group of linoleic acid. The sucrose linoleic acid ester to be used in the present invention may be any of a monoester, a diester, and a polyester, or a mixture containing two or three of them in a predetermined ratio. Further, the hydroxyl group at any position on the sucrose may form an ester bond with the carboxyl group of linoleic acid. The sucrose linoleic acid ester can be produced by a general esterification reaction. For example, a catalyst such as sucrose, linoleic acid or linoleic acid (such as methyl linoleate) and potassium hydrogencarbonate is dissolved in dimethyl hydrazine (DMSO), etc. (4) 200800282 machine solvent It is subjected to an esterification reaction. Thereafter, a solvent such as DMSO is removed, and it is obtained by a step such as washing with water as desired. For neutralizing the catalyst, anhydrous citric acid or the like can be added. When the esterification reaction is carried out, heating or cooling may be carried out according to requirements, or the reaction liquid may be stirred. The sucrose sesame oleate such as a monoester, a diester and a polyester may be obtained in a desired ratio by adjusting the amount of sucrose and linoleic acid added, or by adjusting the reaction conditions such as temperature. When a monoester body, a diester body, and various polyester bodies are separated, and a sucrose linoleic acid ester having the same composition ratio is prepared, a mixture of a monoester body, a diester body, and a polyester body obtained by an esterification reaction is used. Tube column chromatography and other systems are preferred. Further, in the resulting product, unreacted sugar may be contained, and it may be mixed as it is in the skin external preparation, or may be removed by a purification method and then mixed. In the ester of sucrose and linoleic acid, it is preferred to use a diester body in the case of a low cytotoxicity and a high-yield effect, and it is preferred to use a sugarcane linoleate containing a large amount of a diester. The sucrose linoleic acid ester to be used is preferably 20% by mass or more, more preferably 30% by mass or more, and most preferably 50% by mass. On the contrary, the monoester body is inferior to the diester from the viewpoint of cytotoxicity, but the whitening effect is the highest, so that it is preferably contained in a certain amount or more of the sucrose linoleate used. The sucrose linoleic acid ester to be used is preferably 20% by mass or more of the monoester-containing body, more preferably 30% by mass or more, and most preferably the mass% or more. Sucrose linoleic acid ester may have a different form at room temperature depending on the degree of esterification, the composition ratio of the mono- and di-polyesters, and may be in the form of a body to a paste. For example, when the proportion of the monoester body becomes high, on the white sugar body of the refined sugar cane of the normal temperature machine, the 40 and the solid 200800282 (5) are solid, and the ratio of the second or the polyester is changed. When it is high, it is mushy. The form may be of any type, or may be adapted to the dosage form of the external preparation for skin to make it easy to mix, and to adjust the ratio of the single, the second and the polyester. The optimum range of the content of sucrose linoleic acid ester in the external preparation for skin whitening of the present invention can be determined according to the dosage form of the external preparation for skin and the composition ratio of the single, the second and the polyester of the sucrose linoleic acid 'ester. In general, in the total mass of the external preparation for skin, 0.01 to 20% by mass is more preferable, and 〇·1 to 5 φ% by mass is more preferable. When the content of the sucrose linoleic acid ester is within the above range, the skin external application agent having an excellent whitening effect is not caused by the sticky feeling of the mixed sucrose linoleic acid ester. Further, as described above, the content of sucrose linoleic acid ester may be varied within a desired range depending on the dosage form of the external preparation for skin, and for example, in the form of a lotion, it is preferably 1 to 3 mass%. 0.1 to 1% by mass is more preferable. In the case of the emulsion type, it is preferably 0.01 to 15% by mass, more preferably 0.5 to 10% by mass. Further, in the case of a cream type, it is preferably from 0.01 to 20% by mass, more preferably from 0.5 to 15% by mass. φ The external preparation for skin of the present invention may be an emulsified skin external preparation, and the related dosage forms may be either W/0 type or 〇/W type. Sucrose linoleic acid ester can be added to either the aqueous phase or the oil phase, and it is also very suitable for the user since the skin external preparation is easily prepared. In the present invention, sucrose linoleate is an effective component of a skin external preparation for whitening. That is, it is used as a whitening agent. As used in this manual, the term “whitening” is used not only to impart a whitening effect to the skin, but also to inhibit the skin from darkening. For example, it is not only an effect of improving pigmentation such as spots and freckles, but also an effect of inhibiting pigmentation. The detailed mechanism for achieving whitening effect against -8-(6) (6)200800282 sucrose linoleic acid ester is currently inconclusive, but it is speculated that sucrose linoleic acid ester promotes tyrosinase protein that promotes melanin synthesis. Its ability to decompose. The skin external preparation of the present invention contains sucrose linoleic acid ester and may also contain other medicinal ingredients. In particular, it is preferable to combine whitening effect with other whitening agents, and further, whitening is combined with a whitening agent which achieves a whitening effect by a mechanism different from the above-mentioned speculative mechanism. The effect is preferably that the multiplication is increased. The mechanism of skin blackening is generally thought to be due to the stimulation of ultraviolet and keratinocytes secreted by melanocyte activating factor, and the expression of tyrosinase gene in melanocytes is increased to synthesize tyrosinase protein. The enzyme reaction of the tyrosinase protein is synthesized from tyrosine to melanin, after which the melanin is transported to the keratinocytes to darken the skin. Conventionally known whitening agents are known to achieve whitening effects by the following mechanisms: (1) inhibiting the action of melanocyte activating factor on melanocytes' (2) inhibiting the activity of tyrosinase protein in melanocytes (3) Promotes the decomposition of tyrosinase protein (4) Inhibits the oxidation of tyrosine from melanin. As mentioned above, it is speculated that sucrose linoleate inhibits the synthesis of melanin by the mechanism of (3), thereby achieving whitening effect. . Therefore, it is better to combine the whitening agent with the whitening effect by the mechanisms of (1), (2) and (4), and the correlation between the self-mechanism and the mechanism by (2) and (4) The whitening effect whitening agent combination is better. The whitening agent which achieves the whitening effect by the mechanism of (1) can be cited as 200800282 (7) T-AMCHA (trans-4-aminomethyl-cyclohexylaminecarboxylic acid), chamomile ET and the like. Examples of the whitening agent which achieves the whitening effect by the mechanism of (2) include arbutin, ellagic acid, resorcinol (4-n-butylresorcinol), t-AMCHA, ascorbic acid and derivatives thereof. As a whitening agent for whitening effect by the mechanism of (4), ascorbic acid and its derivatives can be mentioned. Among them, it is preferably selected from at least one selected from the group consisting of arbutin, anthraquinone acid, and ascorbic acid and derivatives thereof. Examples of suitable ascorbic acid derivatives include magnesium ascorbyl phosphate, sodium ascorbate citrate, ascorbyl palmitate, ascorbyl glucoside, and ethyl ascorbate. In addition to the above-mentioned essential components, the skin external preparation of the present invention may be added to various components which are often used, such as cosmetics, pharmaceuticals, and external pharmaceuticals, in the range which does not impair the effects of the present invention. Alcohol, oil, surfactant, tackifier, powder, chelating agent, pH adjuster 'various medicinal agents, automatic plants, microbial extracts, spices, etc. Examples of the medicinal agent include an antioxidant, a cell activating agent, an anti-inflammatory agent, and an ultraviolet ray preventing agent. These medicinal agents may be used to further enhance the effects of the present invention, or may further add other effects. The form of the external preparation for skin of the present invention is not particularly limited, and may be, for example, an emulsion, a cream, a lotion, a mask, a cleansing agent, a make-up cosmetic, a dispersion, an ointment, a liquid, a spray, a patch. Any type of cosmetic material such as a patch or a liniment may be used for external use. [Embodiment] Embodiments 10-10 - (8) (8) 200800282 Hereinafter, the present invention will be specifically described, but the scope of the present invention is not limited to the following examples. [Example 1: Preparation of sucrose linoleic acid ester] First, 76 parts by mass of sucrose, 64 parts by mass of methyl linoleate, 190 parts by mass of dimethylarsine (DMSO), and 2~ were added to a reaction vessel. 2.5 parts by mass of a catalyst (potassium hydrogencarbonate) to esterify sucrose with linoleic acid. After completion of the reaction, anhydrous citric acid was added to neutralize the catalyst, and DMSO was removed, followed by washing with water to obtain a product (Sample 1). The product was subjected to fractionation by reverse column chromatography (replacement of ethanol from ethanol to n-hexane), and then by mixing different divisions, respectively, samples having the composition shown in Table 1 were obtained. 2 to 4. With respect to the obtained samples 1 to 4, the composition of the monoester, the diester, and the polyester was examined by a rod-shaped thin layer chromatography method (TLC/FID analysis method), and when the whole was 100, the mass was determined as mass. The result of % is shown in Table 1. The analysis was carried out using the thin-layer automatic inspection device IATROSCAN TH-10 from IATRON Co., Ltd. Table 1 « 『%% of sample N 〇. Polyester and diester monoester polyester diester and polyester diester _ sample 1 34.3 6.5 2 8.1 3 0.4 Sample 2 1.4 0 15.2 7 2.7 Sample 3 1 1.4 15.6 67.1 0 Sample 4 9 3.2 0 4.8 0 -11 - (9) (9) 200800282 [Example 2: Inhibition of melanin production effect] Add appropriate amount of culture solution to a 6-well culture dish of 2 dishes and implant into mice. Melanoma B16 cells were statically placed in C02 at 37 °C '5v/v%. On the next day, a sample preparation solution in which the final concentration of each sample reached a predetermined concentration and dissolved in ethanol was added and mixed. Only the solution (ethanol) was added to the control group and mixed. The culture solution was replenished until the fifth day of culture, and the sample preparation solution was further added. On the next day, the culture solution was discarded, and the cells in one of the dishes were washed with a phosphate buffer solution and recovered. The degree of whiteness of melanoma B16 cells was visually evaluated on the basis of the following criteria. (Criteria for judgment) + + : white for white with respect to the control group +: white with respect to the control group ±: white for the white of the control group: the same black as the control group, the remaining 1 The cells in the culture dish were fixed with fumarin, and then 1% crystal violet solution was added and stained. The number of viable cells (A) and the number of control cells (B) relative to the concentration of each sample were measured by a cell counter, and the cell survival rate was calculated by the ratio of (A) / (B)%. The whiteness evaluation of each sample at each concentration and the cell survival rate are shown in Table 2 below. -12 - 200800282 (10) Table 2

Bu sample 1 sample 2 sample 3 sample 4 / zg / ml cell survival rate whitening determination cell survival rate whitening determination cell survival rate whitening determination cell survival rate i white determination 10 99 a 100 — 100 — 98 — 30 95 土100 + 101 — 98 — 100 93 + 80 + + 95 Soil 96 Soil 300 74 + + 33 ND 67 + + 56 ND 1000 40 ND 43 ND 35 ND 23 ND ND : Unable to judge according to the above results, Sucrose Samples 1 to 4 of oleic acid ester showed high melanin-inhibiting ability with linoleic acid. In particular, the sample 2 in which the ratio of the monoester body is 20% by mass or more, the sample 3 in which the ratio of the diester body is 20% by mass or more, and the sample 1 in which the ratio of the two kinds of the ester bodies is 20% by mass or more is displayed. It has a particularly high ability to inhibit melanin production. [Example 3: Inhibition of human UV-induced pigmentation test] Each of the cream 1 after mixing 1% by mass of the sample 1 prepared in Example 1 and 1% by mass of the sample 1 and 3% by mass were prepared. After the arbutin cream 2 . Further, a blank cream which was mixed with only 3% of arbutin cream 3 and which was not mixed with both sample 1 and arbutin was separately prepared. The composition of each cream is shown in Table 3, respectively. Modulation is carried out according to the following manufacturing methods. A· Mixing components 4 to 7 were dissolved by heating at 70 °C. B. After mixing the components 1 to 3, the mixture was heated to 70 ° C, and after emulsification by adding A, the mixed components 8 to 1 1 were added. -13- 200800282 (11) c. Mix the dissolved components 12 to 14 and add them to B to mix them evenly. D. The test cream is obtained by filling C into a container.

(% by mass) No. Ingredients Blank Cream Cream 1 Cream 2 Cream 3 1 Refined Water 10 10 10 10 2 Glycerin 10 6.5 6.5 6.5 3 1,3-Butyldiester 10 10 10 10 4 Liquid Paraffin 4 4 4 4 5 Triisooctanoic acid glyceride 2 2 2 2 6 Hydrogenated lecithin 1 1 1 1 7 Sample 1 (prepared in Example 1) 0 1 1 0 8 Proper amount of citric acid Appropriate amount of appropriate amount 9 Sodium citrate Appropriate amount Appropriate amount 10 Arbutin - 3 3 11 Refining water Residual residue Residual amount Residual amount 12 Ethanol 5 5 5 5 13 Carboxyvinyl polymer (2% aqueous solution) 10 10 10 10 14 NaOH 3 3 3 3 On the inside of the arm of the subject 4 Each part was irradiated with ultraviolet rays of about 1 MED for 3 days (from the first day to the third day) to form an artificially caused pigmentation. Next, each cream was applied to the four irradiated portions for 7 days (from the first day to the seventh day), and the coating was applied twice a day. For the inhibition of pigmentation by human UV, the visual judgment on the 7th day after the application of the cream and the determination of the color difference on the 3rd and 7th days after the irradiation and opening -14-200800282 (12) The evaluation was performed by the following methods and evaluated. • Visually judged the difference in the degree of pigmentation at 4 φ in total for the coated areas of the blank cream for several subjects by the three skilled judges, and the difference in the degree of pigmentation at 4 φ. In the three stages (+1, 〇, and 1: 1), the evaluation of "- 1" is the highest degree of pigmentation due to ultraviolet light, and the evaluation of "〇" and "+ 1" is based on the degree of pigmentation. Approximate to the general skin tone). The average number of evaluations of the judges (the average of the coated areas of the blank creams is 平) is recorded as the number of visual points. The determination was carried out 7 days after the above steps were carried out. The results are shown in Table 4 below. • Color difference measurement judgment Using the MINOLTA color difference meter CR-200, the color difference between the coated portion of the blank cream and the applied portion of the cream 1 to 3 was measured. The determination was carried out 3 days after the above steps and 7 days after the completion. The results are shown in Table 5 below. -15- 200800282 (13) Table 4

• Visual judgment result Blank Cream Cream 1 Cream 2 Cream 3 — Sample 1 Sample 1 + Arbutin Aurantium Visual Point (Day 7) 0 0.15 0.25 0.14 (N= 6) • Color difference determination result blank milk Cream 1 Cream 2 Cream 3 - Sample 1 Sample 1 + Arbutin Arbutin L値 Day 3 56.550 56.833 60.063 5 7.757 Day 7 56.877 57.477 61.517 5 8.283 △ L値0.3 3 0.64 1.45 0.53 From Table 4 above As a result of the results shown in Table 5, it can be understood that the creams 1 and 2 of the sample 1 containing sucrose linoleate showed excellent ability to inhibit pigmentation by human UV. In particular, the cream 2 which is contained in both sucrose linoleate and arbutin can be compared with the arbutin-only cream 3, and it is possible to understand the ability of the human UV-induced pigmentation to be more excellent. [Example 4: Evaluation of dullness improvement effect] The lotion of the composition shown in the following Table 6 was prepared by the following method. A. Mix the ingredients 1 to 11 uniformly and heat to 70 °C. B. Mix the ingredients 12 to 17 evenly and heat to 70 °C. C. Add A to B and stir with a homomixer to fill the container. -16 - 200800282 (14) Get a lotion. The creams of the compositions shown in Table 7 below were separately prepared in the following manner. A· The components 1 to 11 were dissolved by heating at 70 ° C and uniformly mixed. B. The components 12 to 20 were dissolved by heating at 70 ° C and uniformly mixed. C. Add B to A and stir with a homomixer. After emulsification, it is filled into a container to obtain a W/〇 type cream. The various lotions and W/Ο type creams prepared were evaluated by the following φ method and standard. (Test method: darkening effect) About lotion 1~6 and W/Ο type cream 4~7, each item is made up of 10 people from 3 to 5 to 9 years old, and it is carried out every morning and evening. For a period of 12 weeks, apply a proper amount of lotion or cream to the left side of the face after washing your face. At the same time, an appropriate amount of the comparative lotion 7 to 8 and the comparative W/Ο type cream 8 to 10 were applied to the right half of the face φ in the same manner as described above. The effect of improving dullness by coating was evaluated according to the following criteria. (Evaluation Criteria) Dirty improvement effect <Evaluation> <Contents> The dullness of effective skin becomes less noticeable. The dullness of the skin becomes less obvious. It is not ineffective and does not change compared with before use. -17- 200800282 (15) <Judgement> Lower ◎: Effective and slightly effective is 9 or more 〇: Effective and slightly effective is 6 or more and 8 are △: Effective and slightly effective are 3 or more and 5 are X: Valid and slightly effective The evaluation results of the two or less digits are shown in Tables 6 and 7, respectively. 1 〇 sample, , (B) skin • late second period: based on the basis [and further as follows (about the skin's moisturizing and softness evaluation method) each lotion 1~8 and W/0 Type cream 4~ A functional test for (A) skin moisturizing softness was performed on the above 10 subjects. The functional test was used after each day and twelve weeks, and each sample was evaluated in seven stages using the following absolute evaluation, and the evaluation was based on the average fjj criterion of the evaluation. <Absolute Evaluation Criteria> (Comment): (Evaluation) 6: Excellent 5: Good 4: Slightly Good 3: Normal 2: Slightly worse 1: Poor -18- 200800282 (16) 〇: Very poor <Judgement criteria> :( Judgment) : ◎ (excellent) : 〇 (good) : △ (slightly worse) : x (poor) (average rating of the rating) 5.0 or more

3.5 or more, less than 5.0 1.0 or more, less than 3.5, not up to 1.0. The evaluation results are summarized in Tables 6 and 7, respectively. (Storage stability test (deterioration • discoloration)) Place each sample of lotion 1 to 8 and W/Ο type cream 4 to 1 , at 5 °C and 40, respectively. (: After 3 months of storage in a constant temperature bath, 'Compare' is the change in taste and color after the warp. The evaluation is based on the sample stored at 5 °C, and the comparison is relative to the sample at 40 °C. The sample was evaluated according to the following evaluation criteria. (Evaluation criteria) ◎: There was no change (deterioration and discoloration) compared with the reference product. 〇: There was a slight change (deterioration and discoloration) compared with the reference product, but there was no question. X : Significant change (deterioration and discoloration) compared with the reference product, and the results are shown in Table 6 and Table 7. -19 - 200800282 (17) (次__) 9螩〇〇CN Ό 1 1 1 1 〇τ-Η 〇ό 1 1 ο 0.05 Ο Residual amount X 〇〇&lt; 卜CN VO 1 1 1 in 〇1 〇▼-Η Ο 1 1 ο 0.05 残余 Residual amount X 〇〇&lt; lotion MD (N Ό τ—HH o 1 1 1 1 1 &lt; 〇ο 1 1 1 0.05 Η 残余 Residual amount 〇 ◎ 〇〇 &lt;N VO T—4 ^r&gt; 1 i〇ο ο I 1 ο τ—Η Ο 1 ! I 0.05 r—ί ο Residual amount 〇 ◎ ◎ ◎ inch (N \o ^-H 1 in ο 1 1 1 Τ Η Ο rH Ο 1 1 ιη ο 0.05 τ—^ 残余 Residual amount ◎ ◎ ◎ ◎ m &lt;N VO rH 1 ο 1 1 1 τ—Η ο τ-Η Ο 1 m 1 0.05 Τ-Η Ο Residual amount ◎ ◎ ◎ ◎ &lt;N (N VO rH 1 ο 1 1 1 τ-Η ο Ο cn i 1 0.05 τ-Η 残余 Residual amount ◎ ◎ ◎ ◎ tr-H 1 ιη ο 1 1 1 Ο rH ο I 1 1 0.05 τ-Η Ο Residual amount 〇 ◎ ◎ ◎ No ingredient name 1 glycerin 2 1&gt; Butane 3 polyoxyethylene (20 ΕΌ.) Yamanashi Alcohol lauryl ether 4 ethanol 5 sample 2 (prepared in Example 1) 6 sample 3 (prepared in Example 1) 7 sample 4 (prepared in Example 1) 8 sucrose distearate 9 sucrose dipalmitic acid Ester 10 p-hydroxybenzoic acid 11 perfume 12 L·ascorbyl magnesium phosphate 13 arbutin 14 ellagic acid 15 lactic acid 16 sodium lactate Π refined water evaluation item and judgment result dull improvement effect preservation of moisturizing skin of stable skin Softness -20- 200800282 (18)

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Mm 6怜到Ο \ 〇00 T—^ in rn ^HI 1 1 1 1 1 1 I 0.05 d ^H 〇i—H o mW 貔 〇 X &lt;1 &lt; Os 1/Ί 00 rH mr·· ^ I 1 1 1 o T—H 1 1 1 1 0.05 dd rH o _ Following m X 〇〇〇〇〇00 m TH I 1 1 o TH 1 1 in rH 1 II 0.05 dd T—4 o _ 锴m X 〇〇〇姐皿ffit] 〇\ 00 in m vH I 1 o (N 1 1 i vn r-H 1 1 (T) 0.05 TH dd iim 貔 ◎ ◎ ◎ ◎ v〇〇ιτ> 00 rH ! 〇t —H 1 1 ! m tH 1 m 1 0.05 rH or—( 〇tH 〇 _ 继 ◎ ◎ ◎ ◎ in Ι/Ί 00 TH cn I l〇〇i 1 I m 1 1 0.05 o T—^ o _ Μ m ◎ ◎ ◎ ◎ inch od rH mr-HI ! 1 ! I 1 1 1 0.05 o ^H 〇1—H 〇 ◎ ◎ ◎ ◎ ◎ No component name drive surface C view m 骠m 资 &&lt;N _ mg 藜m am mi twisted, &gt;r- twisted m thinking UtE, &gt;r- nniL QUlr gs &lt;N o PL, m ιϊιϊΕ M SF iliiB T-4 M Ftig ιϊπΗ am mn. m brain end IffiJ 11响S ON W Follow 11 m _ O am Interest 11 L &lt;iiy mmmm Account mV ω]\ Dirty in Μ v〇rE: O fr 浒m *tTts OO a • ON | EI 睬m η 冢 m m m * li * * * * * * * * * * * * * * * * * * * * * * * * * * * * ( ( ( ( ( ( ( ( ( ( ( IK IK IK IK IK IK IK IK IK IK IK IK IK IK IK N 二m 寸-21 - 200800282 (19) According to the results of Table ό and Table 7, it can be clearly found that the lotion 1~6 and W/0 type cream 4~7' of the present invention have excellent dull improvement. The effect, preservation stability, moisture retention of the skin and softness of the skin are also good for use. On the other hand, the comparative lotion 7 to 8 and the W/0 type cream 8 to 1 〇 are not the same as those of the present invention for all the evaluation items. For example, 'in the lotion 7 and 8', although the sucrose distearate formed by the combination of the sucrose and linoleic acid esters of the sucrose linoleic acid ester and the hard decanoate are bonded, and the sucrose and palmitate are bonded. Sucrose dipalmitate, but can not get the same effect as the lotion 1~6. Although W/ 乳 type creams 8 and 9' are mixed with sucrose linoleate and sucrose dipalmitate, respectively, it is not possible to improve dullness like cream 4~7. effect. Further, in the W/O type cream 10, linoleic acid was substituted with linoleic acid to replace sucrose linoleate, but changes in taste and color were observed, and storage stability was caused. [Example 5: Preparation of ultraviolet-protecting cosmetic liquid] A cosmetic liquid having the composition shown in Table 8 was prepared according to the following method. Α. Dissolve the components 1 to η by heating at 70 ° C, and mix and mix. B. Dissolve the ingredients 12 to 18 by heating at 70 C and mix well. C. Add A to B and stir with a homomixer to fill the container to obtain a cosmetic solution. -22- 200800282 (20) Table 8

Formulation example (preventing UV beauty liquid)

No ingredient name mass % 1 stearic acid 3 2 cetyl alcohol 1 3 petrolatum 3 4 liquid paraffin 5 5 2-octyl stearate 3 6 sample 3 (prepared in Example 1) 1 7 POE cetyl ether 2 8 Monostearic acid glyceryl ester 2 9 cinnamate 4 1 0 benzoyl oxime methane derivative 4 11 p-hydroxybenzoic acid 0.1 12 1,3-butane diester 6 1 3 triethanolamine 1 1 4 lactic acid 0.05 1 5 sodium lactate 0.1 1 6-p-hydroxybenzoic acid 0.1 17 perfume 0.1 1 8 Refining water residual amount is prepared to prevent the ultraviolet beauty liquid from having an excellent whitening effect and having a good feeling of use. In addition, no discoloration or odor was observed due to the passage of time. [Example 6: Preparation of cleansing cream] A cleansing cream having the composition shown in Table 9 was prepared according to the following method. A· Dissolve the components 1 to 12 at 70 ° C and mix them evenly. B. The components 13 to 17 were dissolved by heating at 70 ° C and uniformly mixed. C · Add A to B and stir with a homomixer. After emulsification, add to the -23 - 200800282 (21) container to get a cleansing cream. Table 9 Formulation Example (Clean Cream)

No ingredient name quality % 1 stearic acid 2 2 cetyl alcohol 3 3 petrolatum 1 0 4 liquid paraffin 38 5 octadecanoate 10 6 propylene glycol 5 7 monostearic acid glyceride 2.5 8 POE (20) sorbitol single Stearate 2.5 9 sample 2 (prepared in Example 1) 1 10 sample 4 (prepared in Example 1) 2 1 1 p-hydroxybenzoic acid 0.1 12 perfume amount 1 3 potassium hydroxide 0.1 14 L-ascorbyl phosphate Magnesium 3 1 5 citric acid amount 1 6 Sodium citrate Appropriate amount 1 7 Refining water residual amount The cleansing cream is excellent in whitening effect and good in use. In addition, no discoloration or odor was observed due to the passage of time. [Example 7: Modulation mask] A mask having a composition shown in Table 10 was prepared according to the following method. A. The components 4 to 8 were mixed and dissolved by heating at 70 °C. B. After mixing the ingredients 1 to 3, heat to 7 〇 ° C, add a emulsified, add -24- 200800282 (22) and mix the ingredients 9~1 1 . C. Adding component 12 to B for neutralization, and then adding the mixed component 13 to 1 5 〇 D· Filling the container with C 而 to obtain a mask. Table 1 0 Formulation Example (mask)

No component name mass % 1 purified water residual amount 2 carboxyvinyl polymer 1 3 Sanxian gum. 0.5 4 P 0 E tetradecyl alcohol 1 5 ethanol 5 6 sample 2 (prepared in Example 1) 2 7 perfume 0.1 8 pairs Hydroxybenzoic acid 0.1 9 PEG1500 5 1 propylene glycol 5 11 sorbitol 5 1 2 potassium hydroxide 0.5 1 3 arbutin 3 1 4 lactic acid amount 1 5 sodium lactate amount

The mask that has been prepared has an excellent whitening effect and is good to use. Further, discoloration and odor due to the passage of time were not observed. [Example 8: Preparation of liquid foundation] -25- 200800282 (23)

(ingredients) mass% (1) liquid lanolin 2.0 (2) liquid sarcophagus 5.0 (3) stearic acid 2.0 (4) cetyl alcohol 1.0 (5) self-emulsifying monoglyceryl stearic acid 1.0 (6) pair Methoxy cinnamic acid ethyl 2-hexanoate 8.0 (7) 4-Terve-butyl-4'-methoxybenzhydryl methane 2.0 (8) Sample 3 (modulated in Example 1) 0.5 (9) p-hydroxybenzoic acid 0.1 (10) glycerol 5.0 (11) triethanolamine 1.0 (12) carboxymethyl cellulose 0.2 (13) bentonite (14) refined water (15) titanium oxide (16) micro-particulate zinc oxide (17) ) Mica powder (18) Talc powder (19) Coloring pigment (20) Small crown flower extract * 1 0.5 Residual amount 6.0 5.0 2.0 4.0 4.0 0.5 (21) Flavor amount 氺1 Ichimaru Pharcos company -26- 200800282 (24) (Production method) A. Mix the components (1) to (8) and dissolve them. B. Add the components (15) to (19) and uniformly mix the C· uniformly dissolved components (9) to (14), and add them. B to C to uniformly emulsify &lt; E. After D cooling, the addition of the component (20), the liquid foundation of the embodiment 8 is excellent; the skin is an excellent liquid foundation. In addition, it can be applied to the skin for excellent whitening effect. [Example 9: Preparation of sunscreen lotion] Solution. ' and kept at 70. (:. [holding 703⁄4. □ (21) to get a liquid foundation. The word is stable and easy to apply to, by applying the above foundation

-27- 200800282 (25) (Component)% by mass (1) Polyoxyalkylene modified organopolyoxane 1. 〇(2) Dimethylpolyoxane 5.0 (3) Octylmethylcyclotetramethylene Oxytomane 20.0 (4) Isodecyl isodecanoate 5.0 (5) p-Methoxycinnamate-2-hexanoic acid ethyl ester 5.0

(6) Hydrogenated lecithin * 1 1.0 (7) Sample 4 (prepared in Example 1) 〇.5 (8) p-Hydroxybenzoic acid 0.1 (9) cerium oxide microparticles treated with titanium oxide 1 〇. 〇 (10) Cerium oxide microparticles treatment of zinc oxide 1〇.〇(1 1) polystyrene powder 3.0 (12) trimethyldecyloxydecanoic acid 0.5 (1 3 ) dipropylene glycol 3.0 (14) ethanol 10.0 (15) refined water residue Amount (1 6) Sodium Chloride 0.2 (17) Slag Extract* 2 1.0 (18) Amount of Spice *1 NIICKOL Hydrogenated Lecithin S-10E manufactured by Nikko Chemical Co., Ltd. *2 manufactured by Jiu-Sen Pharmaceutical Co., Ltd. (Production Method) -28 - 200800282 (26) A · Mix components (1) to (1 2). B·mixing components (13) to (16). C. Adding B to A to uniformly emulsify D. Adding ingredients (17) and (18) to C, 'The sunscreen lotion of Example 8 is excellent * The skin is excellent for use. In addition, the liquid can have an excellent whitening effect on the skin. φ According to the present invention, an excellent whitening lotion, cream, lotion, mask, and external preparation for skin can be provided. And get a sunscreen lotion. Preservation stability, and easy to apply, by applying the above-mentioned sunscreen lotion effect, and also maintaining the stability over time, washing materials, makeup cosmetics, etc.

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Claims (1)

200800282 (1) X. Patent application scope 1 · A whitening skin external preparation containing sucrose linoleic acid ester as an active ingredient. 2. The skin external preparation for whitening according to the first aspect of the patent application, wherein the sucrose linoleic acid ester contains 20% by mass or more of the diester. 3. The skin external preparation for skin whitening according to the first aspect of the invention, wherein the sucrose linoleic acid ester contains 20% by mass or more of the monoester body. Φ 4 The whitening skin external preparation according to the first aspect of the invention, wherein the sucrose linoleic acid ester contains 20% by mass or more of the monoester body and 20% by mass or more of the diester body. The whitening skin external preparation according to any one of claims 1 to 4, which further comprises at least one whitening agent other than sucrose linoleic acid ester. 6. The skin external preparation for whitening according to item 5 of the patent application, wherein the whitening agent is at least one selected from the group consisting of ascorbic acid and derivatives thereof, arbutin and ellagic acid φ. 7. A skin whitening method using sucrose linoleate as an active ingredient. -30- 200800282 VII. Designated representative map: (1) The designated representative figure of this case is: None (2), the representative symbol of the representative figure is simple Explanation: None 8. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention: none -3-