CN101400333B - Skin-whitening agent for external application to the skin, and method for whitening the skin - Google Patents
Skin-whitening agent for external application to the skin, and method for whitening the skin Download PDFInfo
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- CN101400333B CN101400333B CN2007800086903A CN200780008690A CN101400333B CN 101400333 B CN101400333 B CN 101400333B CN 2007800086903 A CN2007800086903 A CN 2007800086903A CN 200780008690 A CN200780008690 A CN 200780008690A CN 101400333 B CN101400333 B CN 101400333B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7024—Esters of saccharides
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P17/16—Emollients or protectives, e.g. against radiation
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Abstract
Disclosed is a skin-whitening agent for external application to the skin, which comprises sucrose linoleate as an active ingredient.
Description
Technical field
The present invention relates to the new Dermatologic preparation for beautifying and the method for whitening of skin.
Background technology
At present, the esters of higher fatty acids for example as surfactant etc., and is widely used in skin preparations for extenal use as a kind of reagent that helps system stability.For example, based on the purpose that improves preparation stability, the skin preparations for extenal use (patent documentation 1) of blending fatty acid ester has been proposed.In addition; Disclose and contained the carrier for active principle of sucrose ester type nonionic surfactant as film component; Also proposed the purposes of this carrier for active principle in cosmetics, wherein to contain carbon number be 12～22 saturated or unsaturated fatty acid (patent documentation 2) to this sucrose ester type nonionic surfactant.
In addition; Also proposed higher fatty acids and derivant thereof etc. itself as the effective ingredient of whitening agent etc. and be blended in the skin preparations for extenal use; For example, proposed to contain carbon number be 18～22 and molecular structure in unsaturated bond quantity be that the ester of fatty acid, its salt or itself and monovalence or divalent alcohol of the linoleic acid etc. more than 2 is as the skin-lightening cosmetic (patent documentation 3) of active component.In addition, also proposed to contain fatty acid such as linoleic acid etc. and the skin-lightening cosmetic (patent documentation 4) of the oil-soluble extract that takes out from extract of glycyrrhiza.
Patent documentation 1:JP9-294927A
Patent documentation 2:JP3414752B
Patent documentation 3:JP63-284109A
Patent documentation 5:JP5-194176A
Summary of the invention
Yet, if in the practical application ester of linoleic acid, its salt or itself and alcohol is blended in the skin preparations for extenal use,, be easy to generate fouling, variable color along with the time changes, aspect storage stability, problem is arranged.
Therefore, problem of the present invention is providing a kind of skin preparations for extenal use, this skin preparations for extenal use can (perhaps not less) along with the time change produce foul, variable color, storage stability is good, but also plays and the same excellent whitening effect of blending linoleic acid.
When the chemical compound with the same excellent whitening effect of linoleic acid is played in inventor research, find the ester that sucrose and linoleic acid form, promptly the sucrose linoleate plays and the whitening effect of the same excellence of linoleic acid.In addition, find that also the sucrose linoleate compares with free fatty acid, the better effects if that percutaneous absorbs, and also the stability in preparation is also excellent, based on these understanding, studies repeatedly again, accomplishes the present invention.
Just, the present invention to provide and contains the skin whitening external agent of sucrose linoleate as effective ingredient in order to address the above problem.
The quantity of the ester bond in 1 molecule of the aforementioned sucrose linoleate that uses in the skin preparations for extenal use of the present invention does not have special qualification; Can be monoesters, diester and have three, four or the polyester of these above a plurality of ester bonds (hereinafter; The ester that also will contain 3 above ester bonds sometimes is called " polyester ") any one, and can be the mixture more than 2 kinds that is selected from these materials.Provide as preferred version of the present invention: aforementioned sucrose linoleate contains the aforementioned Dermatologic preparation for beautifying of the above diester of 20 quality %; Aforementioned sucrose linoleate contains the aforementioned Dermatologic preparation for beautifying of the above monoesters of 20 quality %; And aforementioned sucrose linoleate contains the aforementioned Dermatologic preparation for beautifying of above diester of 20 quality % and the monoesters more than the 20 quality %.
In addition, Dermatologic preparation for beautifying of the present invention preferably further contains the whitening agent beyond at least a sucrose linoleate, and aforementioned whitening agent is preferably and is selected from least a of ascorbic acid and derivant, arbutin and ellagic acid.
In addition, from other viewpoint, the present invention also provides and uses the skin-whitening method of sucrose fatty acid ester as effective ingredient, and comprises the manufacturing approach of whitening and applying some make up of adding the sucrose linoleate.
According to the present invention, a kind of skin preparations for extenal use can be provided, this skin preparations for extenal use can (perhaps not less) along with the time change produce foul, variable color, storage stability is good, but also plays and the same excellent whitening effect of blending linoleic acid.
The specific embodiment
Below, the present invention is elaborated.In addition, in this manual, "～" is meant the scope of the numerical value that comprises its front and back.In addition, for numerical value, " more than " be meant this numerical value and greater than the scope of this numerical value, and " following " is meant this numerical value and less than the scope of this numerical value.
The present invention relates to contain the Dermatologic preparation for beautifying of sucrose linoleate as effective ingredient.Sucrose has 8 hydroxyls that can form ester bond with linoleic carboxyl.The sucrose linoleate that uses among the present invention can make any one of monoesters, diester and polyester, also can be to contain 2 kinds or 3 kinds mixture in them with certain proportion.In addition, the hydroxyl of the optional position of sucrose can form ester bond with linoleic carboxyl.
Aforementioned sucrose linoleate can be through common esterification manufacturing.For example, catalyst dissolution such as sucrose, linoleic acid or linoleic alcohol ester (for example, methyl linoleate) and potassium bicarbonate in dimethyl sulfoxide organic solvents such as (DMSO), are carried out esterification.Afterwards, remove organic solvents such as DMSO, obtain through washing according to hope.Also can add in the catalyst and the Citric anhydride that uses.When carrying out esterification, can heat or cool off as required, but also can stirring reaction liquid.Through regulating sucrose and linoleic addition, perhaps reaction condition such as attemperation can obtain for example containing with the ratio of hope the sucrose linoleate of monoesters, diester and polyester-type.When separating monoesters, diester and various polyester, and when preparing the sucrose linoleate of different ratio of componentss, the mixture of the monoesters that preferably esterification is obtained, diester and polyester is refining with column chromatography etc.In addition, in the product of gained, also possibly contain unreacted sucrose, can directly be blended in the skin preparations for extenal use, blending again after also can removing through above-mentioned method for refining etc.
From low aspect of cytotoxicity and the high aspect of whitening effect, in sucrose and linoleic ester, so preferred diester is the preferred sucrose linoleate that contains a large amount of diester that uses.The sucrose linoleate that uses preferably contains the above diester of 20 quality %, more preferably contains more than the 30 quality %, further preferably contains more than the 50 quality %.On the other hand, though monoesters aspect cytotoxicity than diester difference, whitening effect but is best, so preferably in the sucrose linoleate that uses, contain monoesters to a certain degree.The sucrose linoleate that uses preferably contains the above monoesters of 20 quality %, more preferably contains more than the 30 quality %, further preferably contains more than the 40 quality %.
The sucrose linoleate according to the degree of its esterification and single, two and the ratio of components of polyester etc., state at normal temperatures is different, can exist with the form of solid～pasty state.For example, if the ratio of monoesters is high, then be solid at normal temperatures, if two or the ratio of polyester high, then be pasty state.This form can be any one, also can regulate list, two and the ratio of polyester, thereby becomes dosage form and the state of blending of easy adaptation skin preparations for extenal use.
The preferable range of the content of the sucrose linoleate in the Dermatologic preparation for beautifying of the present invention can according to the dosage form of skin preparations for extenal use and sucrose linoleate single, two and the ratio of components of polyester etc. change; Usually in the all-mass of skin preparations for extenal use; Be preferably 0.01～20 quality %, more preferably 0.1～5 quality %.If the content of sucrose linoleate is aforementioned range, then can not produce the sticky sense that blending sucrose linoleate causes, become skin preparations for extenal use with excellent whitening effect.In addition, as stated, different according to the dosage form of skin preparations for extenal use, the preferable range of the content of sucrose linoleate also can change, and for example, under the form of astringent, the sucrose linoleate is preferably 0.01～3 quality %, more preferably 0.1～1 quality %.In addition, under the emulsion form, be preferably 0.01～15 quality %, more preferably 0.5～10 quality %.In addition, under the form of facial cream, be preferably 0.01～20 quality %, more preferably 0.5～15 quality %.
In addition, skin preparations for extenal use of the present invention can be a water-in-oil type skin external preparation, in this case, can be any one of w/o type and O/W type.The sucrose linoleate also can add in any one of water and oil phase, aspect preparation skin preparations for extenal use easily, also is a kind of useful dosage form.
In the present invention, the sucrose linoleate can be used as the effective ingredient of Dermatologic preparation for beautifying, and just whitening agent uses.In addition, in this manual, " whitening " speech is meant the effect of not only having only skin whitening, also comprises the effect that suppresses skin darkening.For example, not only have the sedimentary effects of pigment such as the senile plaque of improvement, freckle, also comprise the effect that suppresses pigmentation.It is also indeterminate that the sucrose linoleate plays the mechanism details of whitening effect, but can infer that tyrosinase protein matter to melanin formation promoting has to decompose promotes function.
Skin preparations for extenal use of the present invention can also contain other active ingredient when containing the sucrose linoleate.Particularly, if with other whitening agent combination of compositions, whitening effect improves; So it is preferred; And if then through inferring the whitening agent combination that the mechanism mechanism of different plays whitening effect with sucrose linoleate above-mentioned, its effect improves with multiplying each other, so preferably.Here, the basic mechanism of the melanism of skin can be thought because ultraviolet and from the stimulation of the excretory melanocyte active factors of keratinocyte etc., in melanocyte; The genic performance of tryrosinase improves, and the synthetic hydroxyphenylaminopropionic acid zymoprotein is through the enzyme reaction of this tyrosinase protein matter; From the tyrosine synthesis of melanin; Afterwards, melanin transfer is to keratinocyte, colour of skin blackening.Be known that the reagent that plays whitening effect according to following mechanism respectively as existing known whitening agent;
(1) suppressing the melanocyte active factors acts in melanocyte;
(2) activity of the tyrosinase protein matter in the inhibition melanocyte;
(3) decomposition of promotion tyrosinase protein matter;
Oxidation when (4) suppressing from the tyrosine synthesis of melanin.
As stated, can infer that the sucrose linoleate suppresses melanic synthetic through (3) mechanism, plays whitening effect.Therefore, preferably and the whitening agent combination of playing whitening effect of the mechanism through (1), (2) and (4) use; From the dependency of mechanism, more preferably and the whitening agent combination of playing whitening effect of the mechanism through (2) or (4) use.As the whitening agent that plays whitening effect through (1) mechanism, can enumerate out t-AMCHA (t-4-amino methyl-cyclohexane-carboxylic acid), カ モ ミ ラ (Ka Momila) ET etc.As the whitening agent that plays whitening effect through (2) mechanism, can enumerate out arbutin, ellagic acid, Le シ ノ-Le (Lu Xi promise land) (4-n-butyl resorcinol), t-AMCHA, ascorbic acid and derivant thereof.As the whitening agent that plays whitening effect through (4) mechanism, can enumerate out ascorbic acid and derivant thereof.Particularly, preferably use with at least a combination that is selected from arbutin, ellagic acid and ascorbic acid and derivant thereof.As the preferred example of the derivant of ascorbic acid, can enumerate out magnesium L-ascorbyl-2-phosphate salt, ascorbic acid phosphoric acid esters sodium salt, ascorbic acid palmitate, ascorbic acid glucoside, ascorbic acid ethyl ester.
In skin preparations for extenal use of the present invention; Except above-mentioned necessary composition; Can also in the scope of not damaging effect of the present invention, suitably add various compositions commonly used in cosmetics and similar medicine, the topical drug etc.; Just, water, alcohol, oil preparation, surfactant, thickening agent, powder, chelating agen, pH regulator agent, various drug effect reagent, from the extract of animals and plants, microorganism, spice etc.As various drug effect reagent, for example can enumerate out that antioxidant, cell activity increase agent, antiinflammatory, ultraviolet screening agent etc. and these drug effect reagent use together, can further improve effect of the present invention, perhaps further increase other effect.
The form of skin preparations for extenal use of the present invention does not have special qualification; Can be emulsion, facial cream, astringent, paste, abluent, refine the make-up apply some make up, the cosmetics of form arbitrarily such as dispersion liquid, ointment, liquor, aerosol, patch, paste, liniment, also can be topical drug etc.
Embodiment
Below, enumerate embodiment, the present invention is explained more specifically, but scope of the present invention does not receive the qualification of following embodiment.
[example 1: the preparation of sucrose linoleate]
At first, in reaction vessel, add 76 mass parts sucrose, 64 mass parts methyl linoleates, 190 mass parts dimethyl sulfoxide (DMSO) and 2～2.5 mass parts of catalyst (potassium bicarbonate), make sucrose and linoleic acid carry out esterification.After reaction finishes, add the Citric anhydride that catalyst neutralisation is used, remove DMSO, afterwards, washing obtains product (sample 1).
This product separates through anti-phase column chromatography (eluent is ethanol → hexane), through mixing various separators etc., obtains the sample 2～4 of the composition shown in the table 1 respectively.
The sample 1～4 of gained is through イ ヤ ト ロ ス キ ヤ Application (Iatronscan) analytic process (TLC/FID analytic process), the composition of research monoesters, diester and polyester, and trying to achieve with integral body is 100 o'clock quality %, the result is as shown in table 1.In addition, use the thin layer automatic detection device Iatronscan TH-10 of the ヤ ト ロ of Co., Ltd. Application during analysis.
[table 1]
Quality %
[example 2: suppress the effect that melanin produces]
In 26 hole wares, suitably collect culture medium, play B16 MC, in 37 ℃, gas concentration lwevel 5v/v%, leave standstill from mouse.Second day, add to mix being dissolved into the detection bodies seasoning liquid in the ethanol, so that the ultimate density of each sample is a normal concentration.In addition, reference substance only adds mixed solution (ethanol).Cultivated the 5th day, the exchange culture medium is added the detection bodies seasoning liquid once more.Second day, remove culture medium, to 1 ware wherein, cell is reclaimed with phosphate buffer washing back, according to following benchmark, visual valuation B16 MC white content.
(criterion)
++: the relative comparison article are extremely white color.
+: the relative comparison article are evident as white.
±: the relative comparison article show slightly white.
-: be the black identical with reference substance.
To remaining 1 ware, with cell with formalin fixed after, add 1% crystal violet solution, dyeing.(モ ノ セ Le レ-タ) measures existence cell number (A) and the cell number (B) of reference substance under each detection bodies concentration, calculates the cells survival rate through the ratio of (A)/(B) % to fill in Lu Leita through the Monot.
The evaluation and the cells survival rate of the white content under the various concentration of each sample are as shown in the table.
[table 2]
ND: can't judge
From The above results, show that the sample 1～4 of sucrose linoleate all demonstrates the same high inhibition melanin generation function with linoleic acid.Particularly, the ratio of monoesters is that the ratio of the above sample 2 of 20 quality %, diester is that the above sample 3 of 20 quality % and both ratios are that the above sample 1 of 20 quality % demonstrates the function that extra high inhibition melanin produces.
[example 3: suppress the pigmentation test that causes by UV of human body]
The facial cream 1 and the facial cream 2 of blending 1 quality % sample 1 and 3 quality % arbutin that prepare the sample 1 of blending 1 quality % example 1 preparation respectively.In addition, respectively the two blank facial cream of the facial cream 3 of a preparation blending 3 quality % arbutin and not doped specimens 1 and arbutin as relatively use.The expression in table 3 respectively of the composition of each facial cream.Prepare respectively according to following manufacturing approach.
A. mixed composition 4～7 is 70 ℃ of heating for dissolving.
B. behind the mixed composition 1～3, be warmed up to 70 ℃, after the adding A emulsifying, adding ingredient 8～11 is mixed.
C. mixed solvent components 12～14 adds among the B evenly mixed.
D. C is filled in the container, obtains test and use facial cream.
[table 3]
(quality %)
| No | Composition | Blank facial cream | Facial cream 1 | Facial cream 2 | Facial cream 3 |
| 1 | Purified Water | 10 | 10 | 10 | 10 |
| 2 | Glycerol | 10 | 6.5 | 6.5 | 6.5 |
| 3 | 1,3 butylene glycol | 10 | 10 | 10 | 10 |
| 4 | Liquid paraffin | 4 | 4 | 4 | 4 |
| 5 | Three-2 ethyl hexanoic acid glyceride | 2 | 2 | 2 | 2 |
| 6 | Hydrogenated soya phosphatide | 1 | 1 | 1 | 1 |
| 7 | Sample 1 (by example 1 preparation) | 0 | 1 | 1 | 0 |
| 8 | Citric acid | In right amount | In right amount | In right amount | In right amount |
| 9 | Sodium citrate | In right amount | In right amount | In right amount | In right amount |
| 10 | Arbutin | — | — | 3 | 3 |
| 11 | Purified Water | Surplus | Surplus | Surplus | Surplus |
| 12 | Ethanol | 5 | 5 | 5 | 5 |
| 13 | CVP Carbopol ETD2050 (2% aqueous solution) | 10 | 10 | 10 | 10 |
| 14 | NaOH | 3 | 3 | 3 | 3 |
The ultraviolet 3 days (the 1st day～the 3rd day) of the about 1MED of irradiation on by 4 positions of sample person's upper arm medial part, artificial formation pigmentation.
In addition, each facial cream is applied 7 days (shining the 1st day～the 7th day) on the irradiating part of 4 positions, apply every day 2 times.
In addition, the pigmentation function that is caused by UV that suppresses human body is respectively through following method, from irradiation and coating facial cream to the 7 days, through visual judgement; Judge from the 3rd day to the 7th day through color difference measurement, estimate.
Visual judgement
The position of the blank facial cream of 3 more a plurality of testees' of skilled judgement person coating and the coating position of separate application facial cream 1～3 amount to the pigmentation degree of 4 positions; With 3 grades (+1,0 ,-1: wherein; The evaluation of "-1 " is owing to ultraviolet causes the degree of pigmentation the highest; Along with changing " 0 ", "+1 " into, pigmentation degree step-down is a kind of like this evaluation near the common colour of skin) estimate this difference.With the meansigma methods of judgement person's figure of merit (being 0 meansigma methods that converts wherein) with the position that is coated with blank facial cream as visual mark.In addition, judgement is carried out after 7 days carrying out aforesaid operations.The result is as shown in table 4 below.
Color difference measurement is judged
Use Minolta color colour difference meter CR-200, the aberration at the position of the blank facial cream of mensuration coating and the position of separate application facial cream 1～3.Mensuration is carried out after 3 days He after carrying out 7 days carrying out aforesaid operations.The result is shown in below table 5.
[table 4]
Visual judged result
(N＝6)
[table 5]
The color difference measurement judged result
From the result shown in above-mentioned table 4 and the table 5, can know that the facial cream 1 and 2 that contains as the sample 1 of sucrose linoleate all demonstrates the pigmentation function that is caused by UV of excellent inhibition human body.Particularly, can know that the facial cream 2 that contains sucrose linoleate and arbutin compares with the facial cream that only contains arbutin 3, demonstrate the pigmentation function that causes by UV of excellent more inhibition human body.
[example 4: obfuscation improve Evaluation on effect]
Through following method, prepare the astringent of forming shown in the below table 6 respectively.
A. with the evenly mixed dissolving of composition 1～11, be warmed up to 70 ℃.
B. with the evenly mixed dissolving of composition 12～17, be warmed up to 70 ℃.
C. A is added among the B, stir, be filled in the container, obtain astringent with homo-mixer.
Through following method, prepare the facial cream of the composition shown in the below table 7 respectively.
A. with composition 1～11 at 70 ℃ of following rising temperature for dissolving, uniform mixing.
B. with composition 12～20 at 70 ℃ of following rising temperature for dissolving, uniform mixing.
C. A is added among the B, stir, be filled in the container, obtain the w/o type facial cream with homo-mixer.
To various astringent and the various w/o type facial cream of preparation according to following method and benchmark evaluation.
(test method: the effect of improving obfuscation)
With per a kind of product of astringent 1～6 and w/o type facial cream 4～7,, morning every day, evening 2 times, in totally 12 weeks, after washing one's face, apply on the face in right amount by test astringent or facial cream at left one side of something with 35～59 years old women, 10 representatives by name.Simultaneously, to relatively with astringent 7～8 and relatively use w/o type facial cream 8～10, through with above-mentioned same method, an amount of in the right half of coating of face.Through following each benchmark, estimate the improve effect of coating back to obfuscation.
(metewand)
Improve the effect of obfuscation
< evaluation>< content >
Effectively the obfuscation of skin obviously disappears.
Slightly effective skin obfuscation does not clearly disappear.
Invalid do not have to change with use is preceding.
< judgement >
◎: effectively be more than 9 people effectively with omiting
Zero: effectively be more than 6 people, below 8 people effectively with omiting
△: effectively be more than 3 people, below 5 people effectively with omiting
*: effectively be below 2 people effectively with omiting.
Evaluation result expression in table 6 and 7 respectively.
(to the preserve moisture sense and the evaluation methodology of flexibility of skin)
To each sample of astringent 1～8 and w/o type facial cream 4～10, carry out the sense organ detection of flexibility of the sense of preserving moisture, (2) skin of (1) skin through above-mentioned 10 women representative.It is morning, the evening 2 times in every day that sense organ detects, and after using in totally 12 weeks, divides 7 grade evaluations through following absolute evaluation benchmark to each sample, and the meansigma methods of this grade is judged according to following judgment standard again.
< absolute evaluation benchmark >
(grade): (evaluation)
6: very good
5: good
4: omit
3: common
2: slightly poor
1: poor
0: non-constant
< judgment standard >
(meansigma methods of grade): (judgement)
5.0 more than: ◎ (very good)
3.5 it is above, less than 5.0: zero (well)
1.0 it is above: △ (slightly poor) less than 3.5
Less than 1.0: * (bad)
Evaluation result merges to record in table 6 and the table 7 respectively.
(storage stability test (fouling, variable color))
To each sample of astringent 1～8 and w/o type facial cream 4～10,5 ℃ with 40 ℃ temperature chamber in preserve 3 months respectively after, relatively along with the stink and the change color of date variation.Evaluation is that the sample with 5 ℃ of preservations is a benchmark, and the situation of the sample of the relative 5 ℃ of preservations of sample of 40 ℃ of preservations relatively is through following metewand evaluation.
(metewand)
◎: the relative datum article do not change (fouling, variable color).
Zero: compare with the benchmark article, though slightly change (fouling, variable color) is no problem.
*: compared significant change (fouling, variable color) with the benchmark article, problem has been arranged.
Result's expression in table 6 and table 7 respectively.
[table 6]
Prescription example (astringent) (quality %)
[table 7]
Prescription example (w/o type facial cream) (quality %)
Show that from the result of table 6 and table 7 astringent 1～6 of product of the present invention and w/o type facial cream 4～7 are excellent aspect the flexibility of the moisture retention that improves effect, storage stability, skin that shades, skin, usability is also good.On the other hand, as the astringent 7～8 of article relatively and w/o type facial cream 8～10 in all assessment items not with product same levels of the present invention.
For example; Astringent 7 and 8 blending sucrose and stearic acid respectively forms sucrose distearate and the sucrose of ester bond and sucrose two palmitates that palmitic acid forms ester bond come the place of sucrose linoleate; But different with astringent 1～6, what can't obtain shading improves effect.
In addition, w/o type facial cream 8 and 9 is joined respectively and is gone back sucrose distearate and sucrose two palmitates come the place of sucrose linoleate, likewise, does not also have image planes frost 4～7 that kind, and what can't obtain shading improves effect.
In addition, w/o type facial cream 10 blending linoleic acid place of sucrose linoleates are especially observed fouling, variable color, and storage stability has problem.
[example 5: the preparation of the beautifying liquid of anti-ultraviolet]
The beautifying liquid for preparing the composition shown in the table 8 through following method.
A. with composition 1～11 70 ℃ of following rising temperature for dissolving, evenly mixed.
B. with composition 12～18 at 70 ℃ of following rising temperature for dissolving, uniform mixing.
C. A is joined among the B, stir, be filled in the container, obtain beautifying liquid with homo-mixer.
[table 8]
Prescription example (anti-ultraviolet beautifying liquid)
| No composition name | Quality % |
| 1 stearic acid | 3 |
| 2 hexadecanols | 1 |
| 3 vaseline | 3 |
| 4 liquid paraffin | 5 |
| 52-ethylhexyl stearate | 3 |
| 6 samples 3 (by example 1 preparation) | 1 |
| 7POE hexadecane alcohol ether | 2 |
| 8 glyceryl monostearates | 2 |
| 9 octyl methoxycinnamate | 4 |
| 10 dibenzoyl methane derivants | 4 |
| 11 pairs-methyl hydroxybenzoate | 0.1 |
| 121, the 3-butanediol | 6 |
| 13 triethanolamine | 1 |
| 14 lactic acid | 0.05 |
| 15 sodium lactates | 0.1 |
| 16 pairs-methyl hydroxybenzoate | 0.1 |
| 17 spice | 0.1 |
| 18 Purified Waters | Surplus |
The anti-ultraviolet beautifying liquid whitening effect of preparation is excellent, and usability is also good.In addition, do not observe variation and variable color, the fouling in elapsed time yet.
[example 6: the preparation of cleansing milk]
The cleansing milk for preparing the composition shown in the table 9 through following method.
A. with composition 1～12 70 ℃ of following rising temperature for dissolving, evenly mixed.
B. with composition 13～17 at 70 ℃ of following rising temperature for dissolving, uniform mixing.
C. A is joined among the B, stir, after the emulsifying, be filled in the container, obtain cleansing milk with homo-mixer.
[table 9]
Prescription example (cleansing milk)
| No composition name | Quality % |
| 1 stearic acid | 2 |
| 2 hexadecanols | 3 |
| 3 vaseline | 10 |
| 4 liquid paraffin | 38 |
| 5 isopropyl myristates | 10 |
| 6 propylene glycol | 5 |
| 7 glyceryl monostearates | 2.5 |
| 8POE (20) sorbitan monostearate | 2.5 |
| 9 samples 2 (by example 1 preparation) | 1 |
| 10 samples 4 (by example 1 preparation) | 2 |
| 11 pairs-methyl hydroxybenzoate | 0.1 |
| 12 spice | In right amount |
| 13 potassium hydroxide | 0.1 |
| The 14L-magnesium ascorbyl phosphate | 3 |
| 15 citric acids | In right amount |
| 16 sodium citrates | In right amount |
| 17 Purified Waters | Surplus |
The cleansing milk whitening effect of preparation is excellent, and usability is also good.In addition, do not observe variation and variable color, the fouling in elapsed time yet.
[example 7: the preparation of paste]
The paste for preparing the composition shown in the below table 10 through following method.
A. mixed composition 4～8 is 70 ℃ of following heating for dissolving.
B. behind the mixed composition 1～3, be warmed up to 70 ℃, after the adding A emulsifying, adding ingredient 9～11 is mixed.
C. in B, add 12 neutralizations, adding ingredient 13～15 is mixed.
D. C is filled in the container, obtains paste.
[table 10]
Prescription example (paste)
| No composition name | Quality % |
| 1 Purified Water | Surplus |
| 2 CVP Carbopol ETD2050s | 1 |
| 3 xanthane rubber (xanthane gum) | 0.5 |
| The 4POE lauryl alcohol | 1 |
| 5 ethanol | 5 |
| 6 samples 2 (by example 1 preparation) | 2 |
| 7 spice | 0.1 |
| 8 pairs-methyl hydroxybenzoate | 0.1 |
| 9PEG1500 | 5 |
| 10 propylene glycol | 5 |
| 11 Sorbitols | 5 |
| 12 potassium hydroxide | 0.5 |
| 13 arbutin | 3 |
| 14 lactic acid | In right amount |
| 15 sodium lactates | In right amount |
The paste whitening effect of preparation is excellent, and usability is also good.In addition, do not observe variation and variable color, the fouling in elapsed time yet.
[example 8: the preparation of foundation emulsion (liquid foundation)]
(composition) quality %
(1) liquid lanolin 2.0
(2) liquid paraffin 5.0
(3) stearic acid 2.0
(4) hexadecanol 1.0
(5) the self-emulsifying type glyceryl monostearate 1.0
(6) p-methoxycinnamate-2-Octyl Nitrite 8.0
(7) the 4-tert-butyl group-4 '-methoxy dibenzoyl methylmethane 2.0
(8) sample 3 (by example 1 preparation) 0.5
(9) right-methyl hydroxybenzoate 0.1
(10) glycerol 5.0
(11) triethanolamine 1.0
(12) carboxymethyl cellulose 0.2
(13) bentonite 0.5
(14) Purified Water surplus
(15) titanium oxide 6.0
(16) particulate oxide zinc 5.0
(17) Muscovitum 2.0
(18) Talcum 4.0
(19) coloring pigment 4.0
(20) Radix Scutellariae extract
*1 0.5
(21) spice is an amount of
*1 one ball method Lu Kuo silks (Off ア Le コ ス) manufactured
(method for making)
A. with the mixed dissolving in composition (1)～(8).
B. in A, add composition (15)～(19), uniform mixing remains on 70 ℃.
C. with composition (9)～(14) uniform dissolution, remain on 70 ℃.
D. in C, add B, uniformly emulsify.
E. with after the D cooling, adding ingredient (20), (21) obtain foundation emulsion.
The foundation emulsion excellent storage stability of example 8, and skin feel is very good, is to use the excellent foundation emulsion of sense.In addition, through above-mentioned foundation emulsion is coated on the skin, has excellent whitening effect.
[example 9: the preparation that removes the sunburn emulsion]
(composition) quality %
(1) organopolysiloxane 1.0 of polyoxyalkylene modification
(2) dimethyl polysiloxane 5.0
(3) octamethylcy-clotetrasiloxane 20.0
(4) different n-nonanoic acid isotridecyl ester 5.0
(5) p-methoxycinnamate-2-Octyl Nitrite 5.0
(6) hydrolecithin
*1 1.0
(7) test 4 (by example 1 preparation) 0.5
(8) right-methyl hydroxybenzoate 0.1
(9) particulate titanium dioxide 10.0 of organosilicon processing
(10) the particulate oxide zinc 10.0 of organosilicon processing
(11) the polystyrene powder 3.0
(12) trimethylsiloxy silicic acid 0.5
(13) dipropylene glycol 3.0
(14) ethylene glycol 10.0
(15) Purified Water surplus
(16) sodium chloride 0.2
(17) Fructus Crataegi extract
*2 1.0
(18) spice is an amount of
*1 daylight Ke Mika land is Lei Xinuo land, the wealthy land of Buddhist nun thatch (the ニ Star コ-Le レ シ ノ-Le) S-10E of (ケ ミ カ Le ズ) manufactured now
*The kind drugmaker of 2 balls makes
(method for making)
A. composition (1)～(12) are mixed.
B. composition (13)～(16) are mixed.
C. in A, add B, uniformly emulsify.
D. adding ingredient (17), (18) in C obtain removing the sunburn emulsion.
Example 9 remove sunburn emulsion excellent storage stability, and skin feel is very good, be to use sense excellent remove the sunburn emulsion.In addition, through the above-mentioned sunburn emulsion of removing is coated on the skin, has excellent whitening effect.
Industrial applicibility
According to the present invention, can provide whitening effect excellent, skin preparations for extenal use such as the also good emulsion of the stability of the variation in elapsed time, facial cream, astringent, paste, abluent, the cosmetics of refining the make-up.
Claims (7)
1. Dermatologic preparation for beautifying, this skin preparations for extenal use contains the sucrose linoleate as effective ingredient, and in the all-mass of skin preparations for extenal use, the content of sucrose linoleate is 0.01～20 quality %.
2. the Dermatologic preparation for beautifying of putting down in writing according to claim 1, wherein aforementioned sucrose linoleate contain the above diester of 20 quality %.
3. the Dermatologic preparation for beautifying of putting down in writing according to claim 1, wherein aforementioned sucrose linoleate contain the above monoesters of 20 quality %.
4. the Dermatologic preparation for beautifying of putting down in writing according to claim 1, wherein aforementioned sucrose linoleate contain above monoesters of 20 quality % and the above diester of 20 quality %.
5. according to each Dermatologic preparation for beautifying of being put down in writing of claim 1～4, this skin preparations for extenal use further contains the whitening agent beyond at least a sucrose linoleate.
6. the Dermatologic preparation for beautifying of putting down in writing according to claim 5, wherein aforementioned whitening agent are be selected from ascorbic acid and derivant, arbutin and ellagic acid at least a.
7. use the skin-whitening method of sucrose linoleate as effective ingredient; Promptly use the sucrose linoleate to carry out the skin-whitening method as the skin preparations for extenal use of effective ingredient; In the all-mass of skin preparations for extenal use, the content of sucrose linoleate is 0.01～20 quality %.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006068754 | 2006-03-14 | ||
| JP068754/2006 | 2006-03-14 | ||
| PCT/JP2007/054890 WO2007105706A1 (en) | 2006-03-14 | 2007-03-13 | Skin-whitening agent for external application to the skin, and method for whitening the skin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101400333A CN101400333A (en) | 2009-04-01 |
| CN101400333B true CN101400333B (en) | 2012-05-09 |
Family
ID=38509526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007800086903A Active CN101400333B (en) | 2006-03-14 | 2007-03-13 | Skin-whitening agent for external application to the skin, and method for whitening the skin |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JP5399701B2 (en) |
| KR (1) | KR101308871B1 (en) |
| CN (1) | CN101400333B (en) |
| HK (1) | HK1126959A1 (en) |
| TW (1) | TWI445552B (en) |
| WO (1) | WO2007105706A1 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8036458B2 (en) | 2007-11-08 | 2011-10-11 | DigitalOptics Corporation Europe Limited | Detecting redeye defects in digital images |
| JP2011126832A (en) * | 2009-12-18 | 2011-06-30 | Shiseido Co Ltd | Water in oil emulsified sunscreen cosmetic |
| JP2012171908A (en) * | 2011-02-22 | 2012-09-10 | Mikimoto Pharmaceut Co Ltd | Whitening cosmetic |
| CN104738074A (en) * | 2013-12-26 | 2015-07-01 | 王宝燕 | Plant antibiosis component-containing pesticide composition |
| JP2018076301A (en) * | 2016-11-02 | 2018-05-17 | 株式会社コーセー | Skin external preparations or cosmetics |
| JP2018090516A (en) * | 2016-12-01 | 2018-06-14 | 日光ケミカルズ株式会社 | Inhibitor of melanosome uptake into epidermal cells (keratinocytes), and promoter for excreting taken up melanosomes to outside body |
| KR102008266B1 (en) * | 2018-03-05 | 2019-08-07 | 주식회사 지엠플랜트 | Preparation of multi-layer transfersomes containing linolenic acid and alpha-linolenic acid ester complexes using organic acid hydrolysis and fatty acid esterification from flax seeds |
| JP2023510930A (en) * | 2020-01-24 | 2023-03-15 | ザ プロクター アンド ギャンブル カンパニー | skin care composition |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0355842A2 (en) * | 1988-08-26 | 1990-02-28 | Sansho Seiyaku Co., Ltd. | External preparation |
| US5078989A (en) * | 1990-03-28 | 1992-01-07 | Sunstar K.K. | Skin whitening cosmetics |
| US5976604A (en) * | 1996-03-08 | 1999-11-02 | Mitsubishi Chemical Corporation | Oil-in-water emulsion composition having high oil content and method for producing the same |
| WO2004034958A2 (en) * | 2002-10-15 | 2004-04-29 | L'oreal | Use of amide or ester of sugar and of fatty acid, for treating and/or preventing dry skin |
| WO2004041236A1 (en) * | 2002-11-07 | 2004-05-21 | Kose Corporation | Composition for preparation for external use on skin and method of using the same |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63284109A (en) * | 1987-05-15 | 1988-11-21 | Sunstar Inc | Beautifying cosmetic |
| JP2614474B2 (en) * | 1988-01-20 | 1997-05-28 | サンスター株式会社 | Whitening cosmetics |
| JP2665976B2 (en) * | 1989-06-16 | 1997-10-22 | サンスター株式会社 | Cosmetics |
| JPH05194176A (en) * | 1992-01-20 | 1993-08-03 | Sunstar Inc | Skin-beautifying cosmetic |
-
2007
- 2007-03-13 CN CN2007800086903A patent/CN101400333B/en active Active
- 2007-03-13 TW TW096108636A patent/TWI445552B/en active
- 2007-03-13 WO PCT/JP2007/054890 patent/WO2007105706A1/en active Application Filing
- 2007-03-13 JP JP2008505150A patent/JP5399701B2/en active Active
- 2007-03-13 KR KR1020087021724A patent/KR101308871B1/en active IP Right Grant
-
2009
- 2009-07-07 HK HK09106097.0A patent/HK1126959A1/en unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0355842A2 (en) * | 1988-08-26 | 1990-02-28 | Sansho Seiyaku Co., Ltd. | External preparation |
| US5078989A (en) * | 1990-03-28 | 1992-01-07 | Sunstar K.K. | Skin whitening cosmetics |
| US5976604A (en) * | 1996-03-08 | 1999-11-02 | Mitsubishi Chemical Corporation | Oil-in-water emulsion composition having high oil content and method for producing the same |
| WO2004034958A2 (en) * | 2002-10-15 | 2004-04-29 | L'oreal | Use of amide or ester of sugar and of fatty acid, for treating and/or preventing dry skin |
| WO2004041236A1 (en) * | 2002-11-07 | 2004-05-21 | Kose Corporation | Composition for preparation for external use on skin and method of using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| HK1126959A1 (en) | 2009-09-18 |
| CN101400333A (en) | 2009-04-01 |
| JP5399701B2 (en) | 2014-01-29 |
| TWI445552B (en) | 2014-07-21 |
| KR101308871B1 (en) | 2013-09-16 |
| KR20080112219A (en) | 2008-12-24 |
| TW200800282A (en) | 2008-01-01 |
| JPWO2007105706A1 (en) | 2009-07-30 |
| WO2007105706A1 (en) | 2007-09-20 |
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