JP6178602B2 - Composition containing p-coumaric acid - Google Patents

Description

  The present invention relates to a composition containing p-coumaric acid. The composition of the present invention can be used as a cosmetic or a skin external preparation.

  p-Coumaric acid (4-hydroxycinnamic acid, β- (4-hydroxyphenyl) acrylic acid) is known for its melanin-inhibiting action, ultraviolet-absorbing action, antiseptic action, Maillard reaction inhibition, etc. Attempts have been made to formulate or external preparations for skin (Patent Documents 1 to 3), but they have low solubility in water and are hardly soluble in oils.

  For example, Patent Document 4 describes a cosmetic characterized by blending 0.1 to 20% by weight of 4-hydroxycinnamic acid and cigrodextrin, and the cigrodextrin is composed of 4-hydroxycinnamic acid. It is thought that it has the action of forming an inclusion complex, improving the solubility of 4-hydroxycinnamic acid in water and blocking it from being decomposed, and increasing the apparent molecular weight due to the complexation It is described that percutaneous absorption is suppressed. Patent Document 5 describes a cosmetic comprising 0.1 to 20% by weight of 4-hydroxycinnamic acid and a weakly basic inorganic salt or weakly basic organic salt. It is described that a weakly basic inorganic salt or a weakly basic organic salt as an agent has an action of stably dissolving 4-hydroxycinnamic acid in water.

JP 2001-342110 A JP 2002-145719 A JP 2003-212774 A JP-A-62-19510 JP-A-62-36305

  However, in these conventional methods, the temporal stability of p-coumaric acid was not sufficient. According to the study of the present inventor, p-coumaric acid cannot be dissolved and contained in an aqueous base or an oil base simply by mixing, and it can be temporarily added by mechanical force or heating. Even when dissolved and contained, yellowing or precipitation may be observed over time. It was found that the stability at high temperature was particularly poor.

  Cosmetics are applied directly to the skin of the face and hands, are kept applied, and are repeatedly used over a relatively long period. For this reason, it is important not only to maintain the quality but also to be stable without any change in appearance from the viewpoint of psychological security. In addition, the beauty of the appearance and luxury can bring about psychological and mental effects. In recent years, the variation of cosmetic containers has diversified, and containers that show their contents are often used. Attention should also be paid to the appearance. Therefore, when p-coumaric acid is contained, not only the viewpoint that yellowing and precipitation can cause the functional deterioration of the components, but also a method that can ensure stability that conforms to the appearance standard as a cosmetic by an appropriate system. It is desirable to take.

  The present inventor has intensively studied a stabilization method in a liquid composition of p-coumaric acid. As a result, it has been found that yellowing and precipitation can be suppressed to such an extent that the specific components are used in combination, and the present invention has been completed.

The present invention provides the following.
[1] The following components (A) to (D);
(A) p-coumaric acid (B) an alcohol having 1 to 3 hydroxyl groups in the molecule (C) a neutralizing agent (D) a chelating agent (E) a pH buffering agent, and a pH at 25 ° C. of 6.0 A composition characterized by being in the range of -8.5.
[2] The composition according to [1], wherein the component (B) is a dihydric alcohol.
[3] The composition according to [2], wherein the component (B) is 1,3-butylene glycol.
[4] The composition according to any one of [1] to [3], wherein the component (D) is any one selected from the group consisting of ethylenediminetetraacetic acid and its salt, and diethylenetriaminepentaacetic acid and its salt. object.
[5] The content mass ratio of the components (B) and (D) to the component (A) is as follows:
(B) / (A) = 1-100
(D) / (A) = 0.0002-0.8
And
The molar ratio of components (A) and (C) is
(A) :( C) = 1: (1 to 2.0) / n (n is the valence of component (C))
The composition according to any one of [1] to [4].
[6] The composition according to any one of [1] to [5], which is a cosmetic or an external preparation for skin.
[7] A method for producing a composition, comprising the following steps.
(1) A step of dissolving the following component (A) in the following component (B),
(2) The aqueous solution of the following component (C) is neutralized by adding the aqueous solution of the following component (C) to the solution of the above (1), and the following components (D) and (E) are mixed with the obtained neutralized solution, Or the process of adding the following component (C) to the solution of said (1) and neutralizing, and mixing the following components (D) and (E) with the obtained neutralization liquid in presence of water ;
(A) p-coumaric acid (B) alcohol having 1 to 3 hydroxyl groups in the molecule (C) neutralizing agent (D) chelating agent (E) pH buffer [8] A composition obtained by the following steps .
(1) A step of dissolving the following component (A) in the following component (B),
(2) The following component (C) is added to the solution (1) in the presence of water for neutralization, and the following components (D) and (E) are mixed with the resulting neutralized solution. Or neutralize by adding the following component (C) to the solution of (1) above, and add the following components (D) and (E) to the resulting neutralized solution in the presence of water. Mixing step;
(A) p-coumaric acid (B) alcohol having 1 to 3 hydroxyl groups in the molecule (C) neutralizing agent (D) chelating agent (E) pH buffering agent

  According to the present invention, yellowing and / or precipitation due to aging of p-coumaric acid at a relatively high temperature range is suppressed.

  In the present invention, when the numerical range is represented by “X to Y”, both ends X and Y are included unless otherwise specified. Moreover, regarding the content of the composition in the present invention, when expressed in “%”, unless otherwise specified, means mass%, and means the mass of the entire composition and the mass of the component (when a mixture is used as the component) Represents the mass of the mixture.).

The composition of the present invention contains the following components (A) to (F):
(A) p-coumaric acid (B) alcohol having 1 to 3 hydroxyl groups in the molecule (C) neutralizing agent (D) chelating agent (E) pH buffering agent.

[Component (A)]
The composition of the present invention comprises p-coumaric acid. p-Coumaric acid (IUPAC name: 3- (4-hydroxyphenyl) -2-propenoic acid) is sometimes referred to as 4-hydroxycinnamic acid, β- (4-hydroxyphenyl) acrylic acid. p-coumaric acid is represented by the following formula. The molecular weight is 164.15.

  Content of the component (A) in the composition of this invention is 0.01-5.0 mass%, preferable content is 0.1-3.0%, and more preferable content is 0.3. -1.0%. Within this range, the intended effect such as whitening is excellent, and yellowing and / or precipitation can be suppressed to an acceptable level by the formulation according to the present invention.

  The composition of the present invention is in the form of a solution. In the present invention, “solution state” means that p-coumaric acid is in a dissolved state unless otherwise specified. When the composition is a liquid, the presence or absence of precipitation of p-coumaric acid can be easily observed visually, but when it is an emulsion or the like, the presence or absence of precipitation may be difficult to discern at first glance. . A person skilled in the art uses an appropriate method according to the dosage form to determine whether the target composition is “in solution”, that is, whether p-coumaric acid exists in the target composition in a dissolved state. Can be determined as appropriate.

[Component (B)]
The composition of the present invention contains an alcohol having 1 to 3 hydroxyl groups in the molecule. The component (B) of the present invention is capable of dissolving p-coumaric acid. Alcohol having 4 or more hydroxyl groups in the molecule makes it difficult to dissolve p-coumaric acid.

  The alcohol that can be used as the component (B) is not particularly limited as long as p-coumaric acid can be dissolved. For example, ethanol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, ethylene glycol, polyethylene glycol, neopentyl glycol, pentanediol, hexanediol, octanediol, diethylpentanediol, butylethylpentanediol, glycerin, etc. It is done. As a component (B), 1 type (s) or 2 or more types can be mixed and used as needed.

  From the viewpoint that the solubility of the component (A) is good, it is preferable to use a dihydric alcohol as the component (B). Among divalent alcohols, 1,3-butylene glycol can be mentioned as a particularly preferred example. A preferred example is a mixture of 1,3-butylene glycol and ethanol.

  The content of the component (B) in the composition of the present invention is not limited as long as it is an amount effective for dissolving p-coumaric acid, and can be, for example, 0.5 to 50%, and a preferable content Is 1 to 30%, and a more preferable content is 2 to 25%. If it is this range, a component (A) can fully be melt | dissolved and the dissolved state can be maintained stably.

Furthermore, regarding a ratio with a component (A), it can be set as (B) / (A) = 1-100, it is preferable to set it as 2-75, and it is more preferable to set it as 4-50. If it is this range, a component (A) can fully be melt | dissolved and the dissolved state can be maintained stably.
[Component (C)]
The composition of this invention contains the neutralizing agent for neutralizing the component (A) melt | dissolved in the component (B).

  Although what can be used as a component (C) is not specifically limited as long as the component (A) melt | dissolved in the component (B) can be neutralized, Usually, it is more basic than a component (A). For example, sodium hydroxide, potassium hydroxide, magnesium hydroxide, L-arginine, monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, 2-amino-2 -Methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol and the like can be mentioned. As a component (C), these 1 type, or 2 or more types can be mixed and used. Of the component (C), sodium hydroxide or potassium hydroxide is particularly preferred for use in the present invention.

  The content of the neutralizing agent for the component (C) used in the present invention is such that when a monovalent basic component is used as the component (C), the component (C) is 1 per 1 mol of the component (A). Use at least moles. When an n-valent basic component is used as the component (C), the component (C) is used in an amount of 1 / n mol or more per 1 mol of the component (A). Specifically, the molar ratio (A) :( C) = 1: (1 to 2.0) / n, preferably 1: (1 to 1.5) / n. More preferably, it can be set to 1: (1 to 1.1) / n.

  More specific examples of the content of the component (C) of the present invention include, for example, 0.5% of the component (A) and 1 to 20% when a 2% aqueous sodium hydroxide solution is used. (As sodium hydroxide, 0.02 to 0.4%), the preferred content is 2 to 15% (as sodium hydroxide, 0.04 to 0.3%), more A preferred content is 3 to 10% (0.06 to 0.2% as sodium hydroxide). When other neutralizing agents are used, amounts corresponding to these can be used.

[Component (D)]
A chelating agent is used in the composition of the present invention. The component (D) of the present invention can be dissolved in water and can prevent decomposition of the component (A) that will ultimately be contained in the aqueous phase. According to the study of the present inventor, when the component (D) is not present and when an ultraviolet absorber that can be expected to have some protective action against p-coumaric acid is contained instead of the component (D), the desired effect is obtained. Was not obtained.

  The chelating agent used as the component (D) is not particularly limited as long as it can exert an effect in the aqueous phase. For example, ethylenediaminetetraacetic acid (EDTA), ethylene glycol bis (2-aminoethyl ether) tetraacetic acid, 1-hydroxy Examples thereof include ethylidene-1,1-diphosphonic acid (HEDP), ethylenediaminetetra (methylenephosphonic acid), diethylenetriaminepentaacetic acid, and salts thereof. Examples of the salt are not particularly limited, and examples thereof include alkali metal salts, alkaline earth metal salts, salts of tertiary amines, and the like. Preferred examples include sodium salts, potassium salts, magnesium salts, Or a zinc salt etc. can be mentioned. Other examples of chelating agents used as component (D) include, for example, glycine, organic acid salts (for example, citric acid, malic acid, lactic acid, tartaric acid, succinic acid, pyrrolidone carboxylic acid, polyphosphoric acid, metaphosphoric acid Etc.). Examples of the salt include sodium salt, potassium salt, calcium salt, ammonium salt, barium salt and the like. As a component (D), 1 type (s) or 2 or more types can be used as needed.

  Particularly preferred examples of component (D) are any selected from the group consisting of ethylenediminetetraacetic acid and salts thereof, and diethylenetriaminepentaacetic acid and salts thereof. These are considered to be beneficial in that the pH is neutral, the chelating ability is high, and the coordination number is large. More specific examples are disodium ethylenediaminetetraacetate and pentasodium diethylenetriaminepentaacetate.

  The lower limit of the content of the component (D) in the composition of the present invention can be appropriately designed according to the chelating ability of the component. For example, it can be 0.001% or more, preferably 0.005% or more, and more preferably 0.01% or more. The upper limit value of the component (D) can be determined in consideration of economy, solubility of the component (D), and stability of the component (D). For example, it can be 5% or less, preferably 2% or less, more preferably 1% or less, and even more preferably 0.5% or less.

  Furthermore, regarding a content mass ratio with a component (A), it can be set to (D) / (A) = 0.002-0.8, and it is preferable to set it as 0.0005-0.4, and is 0.00. It is more preferable to set it to 001-0.2. If it is this range, it can fully contribute to stabilization of (A).

[Component (E)]
The composition of the present invention is adjusted to pH 6.0 to 8.5, preferably 6.0 to 8.0, more preferably 6.0 to 7.5, and to maintain the pH within the range. PH buffer is contained. The pH buffer is sometimes referred to as a pH adjuster. According to the study of the present inventors, the solution of the component (A) can cause precipitation and yellowing under conditions outside the appropriate pH range. In particular, in a relatively high temperature state exceeding 50 ° C., the liquidity is changed to alkaline as it is, and the degree of yellowing is considered to be remarkably deteriorated.

  The pH buffering agent is not particularly limited as long as it can maintain the pH within an appropriate range. Typically, it is a use of one or two kinds selected from a salt of a weak acid and a strong base, a weak acid. Specific examples include phosphate, citrate, tartrate, phosphoric acid, tartaric acid, citric acid, malic acid, lactic acid, and metaphosphoric acid. Preferred pH buffering agents include phosphoric acid and its salts, citric acid and its salts. In addition, when showing the pH value of a composition by this invention, it is a value at the time of 25 degreeC except the case where it describes especially.

  Although content of the component (E) of this invention is not specifically limited, For example, it can be set as 0.01-5.0, It is preferable that it is 0.05-3.0%, 0 More preferably, it is 1 to 2.0%.

  [Other ingredients]

  In the composition of the present invention, water is used as a solvent for dissolving the component (A) and other components. Water can give a fresh feel to the skin during and after use. As water, purified water, hot spring water, deep water, steam distilled water such as plants, and the like can be used. Although content of water is not specifically limited, Although it can contain suitably according to the amount of other components, preferable content is 50 to 95%, and more preferable content is 60 to 90%.

  The composition of the present invention includes various components within a range not impeding the effects of the present invention, specifically, oils, alcohols, powders, soluble polymers, film forming agents, surfactants, organically modified clay minerals. Resins, ultraviolet absorbers, preservatives, antibacterial agents, fragrances, refreshing agents, antioxidants, and the like can be added.

  The composition of the present invention can contain an oil agent in a relatively small amount. The oil can soften the skin and can exert an emollient feeling on the skin.

  The composition of the present invention can contain a cosmetic agent for the purpose of whitening, anti-oxidation and the like within a range not impairing the effects of the present invention.

  Examples of whitening agents include arbutin, vitamin C and derivatives thereof, hawthorn extract, Inchinkou (Kawara mugi) extract, licorice extract, Clara (kujin) extract, wheat extract, Saishin extract, rice and rice extract, black Examples include currant extract, Ibukitorano extract, Neubara (Agetsu) extract, Ezocogi extract, Sakuhakuhi extract, Toki extract, coffee extract, pearl barley (Yokuinin) extract and the like. Antioxidants include coenzyme Q10, alpha lipoic acid, vitamin E and derivatives thereof, carotenoids, dibutylhydroxytoluene, butylhydroxyanisole, rutin and derivatives thereof, glutathione and derivatives thereof, superoxide dismutase, mannitol, caquette extract, gennoshoco Extract, Peonies extract, Superoxide Dismutase, Ginkgo biloba extract, Scarab (Ogon) extract, Mikaika (Maikai, Hermanus) extract, Tormentilla extract, Grape extract, Yashajitsu (Yasha) extract, Yukinoshita extract, Examples include rosemary (mannenro) extract, tea extract (Oolong tea, black tea, green tea, etc.) and the like.

〔Production method〕
The present invention provides a composition obtained by the following steps;
(1) A step of dissolving component (A) in component (B),
(2) The following component (C) is added to the solution (1) in the presence of water for neutralization, and the following components (D) and (E) are mixed with the resulting neutralized solution. Or neutralize by adding the following component (C) to the solution of (1) above, and add the following components (D) and (E) to the resulting neutralized solution in the presence of water. Mixing.
Components (A) to (E) are as described above.

  According to the study of the present inventor, it is difficult to simply dissolve the component (A) in water or an oil agent as it is, and it cannot be brought into a dissolved state simply by mixing. It was considered necessary to pay attention not only to the amount and combination with other components, but also to the production method. In the above-mentioned patent documents 1 to 5, there are some which describe a composition containing p-coumaric acid, but it is not shown at all how it was produced. Moreover, it is thought that p-coumaric acid does not melt | dissolve only by mixing a component with content described.

  In order to dissolve the component (A) effectively, the component (A) is first dissolved in the component (B). At this time, you may heat as needed. After dissolution, a composition containing p-coumaric acid as an active ingredient can be produced through an addition step of a neutralizing agent, a pH buffering agent, a chelating agent and the like. When a substance that requires water for neutralization, such as sodium hydroxide, is used as component (C), water is added to the system during neutralization. On the other hand, when using a substance that does not require water for neutralization, such as triethanolamine, as component (C), water can be added to the system when mixing components (D) and (E). it can. Conventional methods known to those skilled in the art can be used for dissolving and adding the composition of the present invention.

[Stability evaluation method and evaluation criteria]
Even when the composition obtained by the present invention is stored at a high temperature and stored for a long time, yellowing and precipitation due to the component (A) are suppressed. In the present invention, “high temperature” means 50 ° C. or higher unless otherwise specified. Stability at high temperatures and storage stability can be evaluated, for example, by confirming the presence or absence of discoloration and the presence or absence of precipitation when stored for 1 month.

  In the composition of the present invention, yellowing and precipitation due to the component (A) are suppressed. However, those skilled in the art are familiar with existing cosmetics or external preparations for skin application. This can be determined as appropriate based on the above method and criteria. For example, regarding yellowing, a judgment standard of about 4 to 5 levels is provided, and can be judged visually by a trained expert. In the case of a relatively transparent dosage form, the evaluation can be made with the absorbance value at an appropriate wavelength, for example, 400 nm. When the absorbance at 400 nm is measured and the difference from that before storage is less than 0.2, it can be determined that there is no yellowing or that it is acceptable as a cosmetic or skin external preparation. The deposition can also be judged visually by a trained expert.

  The composition of the present invention can be used as a cosmetic or a skin external preparation. In the case of a cosmetic or an external preparation for skin, each component can be selected as an acceptable cosmetic or external preparation for skin. There is no limitation in particular in the form of the composition of this invention, For example, a lotion, an oil-in-water type or a water-in-oil emulsion, a cosmetic liquid, a massage fee, and a pack fee can be illustrated.

  Hereinafter, the present invention will be described in more detail with reference to examples. Note that these do not limit the present invention.

  A lotion having the formulation shown in Table 1 below was prepared by the following production method, and the stability (yellowing and precipitation) when stored at 50 ° C. for 1 week or 2 weeks was evaluated by the following method. The results are also shown in Table 1.

[Preparation method]
(1) Component 1 was dissolved in component 2.
(2) Component 3 was added to the solution of (1) to neutralize it.
(3) Components 4 to 6 were added to the neutralized solution of (2) to adjust the pH.
(4) Furthermore, what melt | dissolved the components 7-12 in the component 13 was added, and the lotion was obtained.

〔Evaluation method〕
The presence or absence of yellowing and precipitation was determined according to the following.
Yellowing (400 nm absorbance)
Each sample was put into a 1 cm cell as a stock solution and evaluated by measuring absorbance at a wavelength of 400 nm using an absorbance meter U-3210 (manufactured by Hitachi). Distilled water was used as a control. The absorbance immediately after production (initial) and after storage at 50 ° C. for 1 month was compared, and the difference was evaluated according to the following evaluation criteria. Figures in parentheses are comments by specialists in cosmetics evaluation.
A: Less than 0.1 (a level at which no yellowing is observed or slight yellowing is observed)
○: 0.1 or more and less than 0.2 (yellowing is observed, but at a level that is not a problem as a cosmetic)
Δ: 0.2 or more and less than 0.3 (yellowing is observed, which causes a problem in quality as a cosmetic)
×: 0.3 or more (yellowing is remarkable)
Precipitation Each sample was stored at 50 ° C. for 1 month, and then a cosmetics evaluation specialist visually determined the presence or absence of precipitation.
○: Precipitation is not observed ×: Precipitation is observed

  The pH was measured at 25 ° C. immediately after production (initial) and after storage at 50 ° C. for 1 month. The change values are shown in parentheses as Δ when the pH is higher than the initial value and ▲ when the pH is lower.

As is clear from Table 1, Examples 1-4 were those in which yellowing, precipitation, and pH change were suppressed. On the other hand, in Comparative Example 1 containing no chelating agent of component (D), p-coumaric acid is precipitated, and Comparative Example 2 containing a UV absorber that can be expected to have some protective action against p-coumaric acid is compared. In Example 3, the degree of yellowing was remarkably bad.
[Prescription example]
Essence (liquid)
(Ingredient) (%)
1.1,3-butylene glycol 10
2. p-coumaric acid 0.5
3. Triethanolamine 0.5
4). Purified water 10.0
5. Glyceryl trioctanoate 0.03
6). Di-2-ethylhexyl succinate 0.03
7). Di-2-ethylhexanoic acid neopentyl glycol 0.05
8). Xanthan gum 0.05
9. Purified water remaining amount 10. Ascorbic acid-2-sodium sulfate 1.0
11. Ethylenediaminetetraacetic acid disodium 0.1
12 Sodium lactate 0.5
13. Sodium dithionite 0.1
14 Glycylglycine 0.1
15. Citric acid 3Na 0.28
16. Monohydrogen phosphate 2Na 0.02
17.1,2-Pentanediol 10.0
18. Glycerin 5.0
19. Ethanol 3.0
20. Water-soluble collagen 1% aqueous solution (Note 1) 1
21. Methyl paraoxybenzoate 0.1
22. Fragrance 0.01
(Note 1) Falconix CTP-F (BG) (Ichimaru Falcos)
(Production method)
A. Components 3 to 7 are added to and mixed with components 1 and 2 uniformly dissolved.
B. Component 8 is added to component 9 heated to 70 ° C., mixed and stirred, and cooled to room temperature.
C. While stirring B, ingredients 10-22 are added and mixed uniformly.
D. Add A to C and mix uniformly.
E. D was filled into a container to obtain a serum.
Even when this cosmetic liquid was stored at 50 ° C. for 1 month, yellowing, precipitation, and pH change were suppressed, and it was excellent in storage stability.

Sheet cosmetic (component) (%)
1. Tetra 2-ethylhexanoic acid pentaerythritol 0.01
2. Polyoxyethylene (40 mol) hydrogenated castor oil 0.01
3. Polyoxyethylene (60 mol) hydrogenated castor oil 0.01
4). Sorbitan sesquioleate 0.01
5. Triceteares-4-phosphate (Note 2) 0.01
6). PPG-9 Diglyceryl (Note 3) 1.0
7). Ethanol 10.0
8.1,3-Butylene glycol 5.0
9. p-Coumaric acid 2.0
10. Arginine 0.1
11. Sodium hydroxide 0.06
12 Purified water remaining amount 13. Sodium pyrosulfite 0.01
14 Ethylenediaminetetraacetic acid disodium 0.3
15. Citric acid 3Na 0.28
16. Monohydrogen phosphate 2Na 0.02
17.1,2-Pentanediol 8.0
18. Sodium hyaluronate 0.01
19. Tranexamic acid 2.0
20. Carboxyvinyl polymer (Note 4) 0.2
21. Phenoxyethanol 0.1
22. Fragrance 0.01
(Note 2) HOSTAPHAT KW340D (manufactured by Clariant Japan)
(Note 3) SY-DP9 (Sakamoto Pharmaceutical Co., Ltd.)
(Note 4) CARBOPOL 980 (manufactured by LUBRIZOL ADVANCED MATERIALS)
(Production method)
A: Components 1 to 6 are mixed and dissolved.
B: Components 7 to 9 are uniformly dissolved.
C: Components 10 to 12 are uniformly dissolved.
D: B is added to A, C and components 13 to 22 are further added, and this is impregnated into the nonwoven fabric.
E: D is sealed and filled in an aluminum laminate bag-like container to obtain a sheet-like cosmetic.
Even when this sheet-shaped cosmetic was stored at 50 ° C. for 1 month, yellowing, precipitation, and pH change were suppressed, and the storage stability was excellent.

Emulsion (component) (%)
1. Hydrogenated soybean phospholipid 0.2
2. 1,3-butylene glycol 8.0
3. Glycerin 8.0
4). p-Coumaric acid 0.2
5. Triethanolamine 0.2
6). Behenyl alcohol 0.2
7). Polyoxyethylene (60) hydrogenated castor oil 0.2
8). Cetanol 1.0
9. Batyl alcohol 0.6
10. Polyoxyethylene (20) phytosterol (HLB15.5) 0.3
11. Purified water 30.0
12 Mannitol 0.3
13. Citric acid 3Na 0.1
14 Monohydrogen phosphate Na adequate amount15. Purified water remaining amount 16. Ethylenediaminetetraacetic acid disodium 0.02
17. Soybean extract 1.4% aqueous solution (Note 5) 5.0
(Note 5) Soybean extract (manufactured by Koei Kogyo Co., Ltd.)
(Production method)
A: Ingredients 1 to 4 are heated to 75 ° C. and stirred with a disper mixer at 4000 rpm for 3 minutes.
B: Ingredients 5 to 10 are heated to 75 ° C., added to A, and stirred with a dispersion mixer at 4000 rpm for 3 minutes.
C: Components 11 to 17 were added to B and stirred at 4000 rpm for 3 minutes with a disper mixer to obtain an emulsion.
Even when this emulsion was stored at 50 ° C. for 1 month, yellowing, precipitation, and pH change were suppressed, and the emulsion was excellent in storage stability.

Claims (6)

The following components (A) to (D);
(A) p-coumaric acid (B) alcohol having 1 to 3 hydroxyl groups in the molecule (C) neutralizing agent (D) ethylenediaminetetraacetic acid and its salt, and diethylenetriaminepentaacetic acid and its salt containing Ruizure or a chelator (E) pH buffering agents, compositions wherein the pH of 25 ° C. is in the range of 6.0 to 8.5.   The composition according to claim 1, wherein component (B) is a dihydric alcohol.   The composition according to claim 2, wherein component (B) is 1,3-butylene glycol. The content mass ratio of the components (B) and (D) to the component (A) is as follows:
(B) / (A) = 1-100
(D) / (A) = 0.0002-0.8
And
The molar ratio of components (A) and (C) is
(A) :( C) = 1: (1 to 2.0) / n (n is the valence of component (C))
The composition according to any one of claims 1 to 3 , wherein The composition according to any one of claims 1 to 4 , which is a cosmetic or an external preparation for skin. The manufacturing method of the composition whose pH of 25 degreeC is the range of 6.0-8.5 including the following process.
(1) A step of dissolving the following component (A) in the following component (B),
(2) The aqueous solution of the following component (C) is neutralized by adding the aqueous solution of the following component (C) to the solution of the above (1), and the following components (D) and (E) are mixed with the obtained neutralized solution, Or the process of adding the following component (C) to the solution of said (1) and neutralizing, and mixing the following components (D) and (E) with the obtained neutralization liquid in presence of water ;
(A) p-coumaric acid (B) alcohol having 1 to 3 hydroxyl groups in the molecule (C) neutralizing agent (D) ethylenediaminetetraacetic acid and its salt, and diethylenetriaminepentaacetic acid and its salt (E) pH buffering agent