JP2021123540A - Skin external agent - Google Patents

Abstract

To provide skin external agents that have synergistically improve the moisturizing effect by the combinational use of tranexamic acid or a salt thereof, glyceryl glucoside, and one or more selected from specific moisturizers.SOLUTION: Provided is a skin external agent containing the following (A) to (C): (A) tranexamic acid or a salt thereof; (B) glyceryl glucoside; (C) one or more selected from an oligomer ester composed of a divalent carboxylic acid and a polyglycerol with an average polymerization degree of 2 to 15, a phosphorylcholine group-containing polymer, trimethylglycine, and an alkylene oxide derivative: Z- {O (AO)l(EO)m-(BO)nH}a (where, Z is a residue obtained by removing hydroxyl groups from a compound having 3 to 9 hydroxyl groups; AO is a C3-4 oxyalkylene group; EO is an oxyethylene group; BO is an oxyalkylene group with 4 carbon atoms; a is 3-9; l, m, and n are the average number of added moles, which are 1≤l≤50, 1≤m≤50, and 0.5≤n≤5; and weight ratio AO/EO=1/5 to 5/1).SELECTED DRAWING: None

Description

The present invention relates to an external preparation for skin.

Tranexamic acid is used as an active ingredient in cosmetics because it has moisturizing and whitening effects (Patent Document 1). In addition, glyceryl glucoside has a high moisturizing effect, and it is well known that it is blended in an external preparation for skin (Patent Document 2). However, when glyceryl glucoside is blended in an amount of a moisturizing active ingredient, there is a problem that it is sticky in terms of usability. Therefore, the combined use with various components has been studied, but its moisturizing effect has been limited.

JP-A-2017-109972 Japanese Unexamined Patent Publication No. 11-22249

An object of the present invention is to provide a skin external preparation having a synergistically improved moisturizing effect by using one or more selected from tranexamic acid or a salt thereof, glyceryl glucoside and a specific moisturizing agent in combination. And.

The present invention comprises a skin external preparation (A) tranexamic acid or a salt thereof (B) glyceryl glucoside (C) divalent carboxylic acid containing the following (A) to (C) and polyglycerin having an average degree of polymerization of 2 or more and 15 or less. Consists of oligomeric ester, phosphorylcholine group-containing polymer, trimethylglycin, and the following formula (2)
Z- {O (AO) _l (EO) _m- (BO) _n H} _a ... Equation (2)
(During the ceremony,
Z represents the residue of the compound having 3 to 9 hydroxyl groups excluding the hydroxyl group;
AO represents an oxyalkylene group having 3 to 4 carbon atoms;
EO represents an oxyethylene group; BO represents an oxyalkylene group having 4 carbon atoms;
a represents 3-9;
l, m and n are the average number of moles of AO, EO and BO, respectively, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50 and 0.5 ≦ n ≦ 5.
The weight ratio of AO to EO (AO / EO) is 1/5 to 5/1;
AO and EO may be added randomly or in blocks. )
Provided is one or more selected from at least one alkylene oxide derivative represented by.

The skin external preparation of the present invention synergistically improves the moisturizing effect by using one or more selected from tranexamic acid or a salt thereof, glyceryl glucoside and a specific moisturizing agent in combination.

Hereinafter, embodiments for carrying out the present invention will be described.

The external preparation for skin of the present invention can be used for any of cosmetics, quasi-drugs, pharmaceuticals and the like.

Tranexamic acid or a salt thereof may be any as long as it is generally used for cosmetics and the like. Examples of commercially available products include tranexamic acid (Nippon Fine Chemical Co., Ltd.). The blending amount of the present invention in the external preparation for skin is preferably 0.01 to 5% by mass, more preferably 1 to 2.5% by mass, and most preferably 1 to 2% by mass with respect to the total amount of the external preparation for skin.

As long as the glyceryl glucoside can be generally blended in cosmetics and the like, the production method may be any method such as synthesis or fermentation by microorganisms. Specifically, any of α-form, β-form, or a mixture thereof can be used. Examples of commercially available products include αGG (registered trademark) -L (Tatsuuma Honke Sake Brewery Co., Ltd.) and COSARTE-2G (registered trademark) (Toyo Sugar Refining Co., Ltd.).

The blending amount of glyceryl glucoside in the external preparation for skin of the present invention is preferably 0.001 to 5% by mass, more preferably 0.001 to 3% by mass, based on the total amount of the external preparation for skin. If the blending amount of glyceryl glucoside is less than 0.001% by mass, a sufficient moisturizing effect may not be obtained. If the blending amount of glyceryl glucoside exceeds 5% by mass, it may cause stickiness.

In the present invention, the specific moisturizer is an oligomer ester composed of a divalent carboxylic acid and polyglycerin having an average degree of polymerization of 2 or more and 15 or less, a phosphorylcholine group-containing polymer, trimethylglycine, and the following formula (2).
Z- {O (AO) _l (EO) _m- (BO) _n H} _a ... Equation (2)
(During the ceremony,
Z represents the residue of the compound having 3 to 9 hydroxyl groups excluding the hydroxyl group;
AO represents an oxyalkylene group having 3 to 4 carbon atoms;
EO represents an oxyethylene group; BO represents an oxyalkylene group having 4 carbon atoms;
a represents 3-9;
l, m and n are the average number of moles of AO, EO and BO, respectively, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50 and 0.5 ≦ n ≦ 5.
The weight ratio of AO to EO (AO / EO) is 1/5 to 5/1;
AO and EO may be added randomly or in blocks. )
One or more selected from at least one alkylene oxide derivative represented by.

The divalent carboxylic acid of the oligomer ester composed of the divalent carboxylic acid and the polyglycerin having an average degree of polymerization of 2 or more and 15 or less is a divalent carboxylic acid containing any of a straight chain, a branched chain, and a cyclic structure. Although not particularly limited, the number of carbon atoms of the divalent carboxylic acid is preferably 2 or more, more preferably 8 or more, still more preferably 12 or more, still more preferably 14 or more, from the viewpoint of improving the ease of synthesis and the moisturizing effect. It is preferably 26 or less, more preferably 24 or less, still more preferably 22 or less, still more preferably 20 or less. From the same viewpoint, an aliphatic divalent carboxylic acid is preferable. Specific divalent carboxylic acids having 2 or more and 26 or less carbon atoms include, for example, adipic acid, pimelliic acid, suberic acid, azelaic acid, sebacic acid, 2,4-diethylpentanedioic acid, undecanedioic acid, and dodecanedioic acid. , Tridecanedioic acid, tetradecanedioic acid, pentadecanedioic acid, hexadecanedioic acid, octadecanedioic acid, 8-ethyloctadecandioic acid, eicosandioic acid, dimethyleicosanedioic acid, cyclohexanedicarboxylic acid and the like. Any one of these divalent carboxylic acids can be used alone, or two or more thereof can be used in combination as appropriate.

Among these divalent carboxylic acids, straight-chain or branched divalent carboxylic acids having 14 or more and 22 or less carbon atoms are preferable, and direct or 20 or less carbon atoms are preferable from the viewpoint of obtaining a light feel as an oil agent. A chain divalent carboxylic acid is more preferred. Specifically, from the above viewpoint, one or 2 selected from tetradecane diic acid, pentadecane diic acid, hexadecane diic acid, octadecane diic acid, 8-ethyl octadecane diic acid, eicosan diic acid and dimethyl eicosan diic acid. More than one kind is preferable, and one or two kinds selected from tetradecanedioic acid and eicosandioic acid are more preferable.

Further, as the polyglycerin forming an ester with the divalent carboxylic acid, a polyglycerin having an average degree of polymerization of 2 or more and 15 or less calculated from the hydroxyl value is used. The average degree of polymerization of polyglycerin is preferably 8 or more, more preferably 9 or more, and preferably 15 or less, more preferably 12 or less, from the viewpoint of good solubility in an aqueous component. Among them, those containing polyglycerin having an average degree of polymerization of 10 are preferable.

Examples of the method for producing an oligomer ester of a divalent carboxylic acid and polyglycerin include the methods described in JP-A-2007-137847. The degree of polymerization of the oligomer ester of the present invention can be adjusted by the charging ratio of divalent carboxylic acid and polyglycerin. From the viewpoint that the viscosity of the oligomer ester is not too high and stickiness is suppressed, the amount of divalent carboxylic acid with respect to 1 molar equivalent of polyglycerin is preferably 0.3 molar equivalent or more, more preferably 0.7 molar equivalent or more. Also, it is preferably 1.5 molar equivalents or less, more preferably 1.2 molar equivalents or less.

A preferred example of these oligomeric esters is (eicosane diic acid / tetradecanedic acid) polyglyceryl-10, which is an oligomeric ester composed of tetradecanedioic acid and / or icosane diic acid and polyglycerin having an average degree of polymerization of 10. Can be mentioned. This oligomer ester is commercially available as Neosolue (registered trademark) -Aqua and Neosolue (registered trademark) -AquaS (both are Nippon Fine Chemical Co., Ltd.).

When the oligomer ester is blended with the external preparation for skin of the present invention, the blending amount is 0.008% by mass or more, more preferably 0.02% by mass or more. Further, from the viewpoint of improving high-temperature and low-temperature stability and good skin compatibility, it is preferably 6% by mass or less, preferably 4% by mass or less. Specifically, it is 0.008 to 6% by mass, more preferably 0.02 to 4% by mass.

The phosphorylcholine group-containing polymer (hereinafter, may be abbreviated as PC polymer) is a phosphorylcholine group-containing monomer (hereinafter, may be abbreviated as PC monomer), preferably in the formula (1). A polymer obtained by radically polymerizing a monomer composition containing 2-methacryloyloxyethyl phosphorylcholine (hereinafter, may be abbreviated as MPC monomer) represented (hereinafter, abbreviated as MPC polymer). There is also.) Etc. The MPC polymer is preferably a polymer that does not contain a reactive group and a fluoroalkyl group.

…式（１）

… Equation (1)

Examples of the monomer composition for synthesizing the PC polymer include the above-mentioned PC monomer, particularly MPC monomer alone, or a PC monomer, particularly MPC monomer, and the PC monomer. Examples thereof include a mixture with a radically polymerizable monomer which is copolymerizable and does not contain a reactive group and a fluoroalkyl group.

Examples of the radically polymerizable monomer include (meth) acrylic acid and salts thereof, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, glycerol (meth) acrylate, N-isopropyl (meth) acrylamide, and methyl. (Meta) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, benzyl (meth) acrylate, phenoxyethyl (meth) acrylate, Cyclohexyl (meth) acrylate, polypropylene glycol mono (meth) acrylate, polytetramethylene glycol mono (meth) acrylate, polypropylene glycol di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, polypropylene glycol polyethylene glycol mono (meth) Examples include acrylate. Of these monomers, hydroxyethyl (meth) acrylate, butyl (meth) acrylate, lauryl (meth) acrylate, and stearyl (meth) acrylate are more available in terms of availability and biological safety of the monomer. preferable. These monomers can be used alone or as a mixture of two or more kinds in the production of the MPC polymer.

As the PC polymer, particularly the MPC polymer, a PC monomer, particularly a monomer composition containing the MPC monomer, is polymerized according to a known method such as solution polymerization, emulsion polymerization, suspension polymerization or the like. Can be obtained by For example, in the case of solution polymerization, the monomer composition is dissolved in an organic solvent such as a lower alcohol, and a radical polymerization initiator such as an azo compound or a peroxide is added in an atmosphere of an inert gas such as nitrogen or argon. It can be obtained by heating and stirring. In addition, a commercially available product can also be used as the MPC polymer. Lipidure (registered trademark) (NOF CORPORATION) and the like can be mentioned. The form of the MPC polymer containing the MPC polymer may be powdery, solution or uniformly dispersed liquid.

As the PC polymer, an MPC polymer having a copolymerization composition ratio derived from the MPC monomer in the range of 10 to 100 mol% can be appropriately selected, but the copolymer composition derived from the MPC monomer can be appropriately selected. More preferably, the ratio is in the range of 30-100 mol%.

The weight average molecular weight of the PC polymer containing the MPC polymer is preferably in the range of 10,000,000 to 10000000, more preferably in the range of 50,000 to 3000000.

In the external preparation for skin of the present invention, when the PC polymer containing the MPC polymer is blended, the blending amount is preferably 0.001 to 5% by mass, more preferably 0.001 to 4% by mass.

The trimethylglycine is not particularly limited, and a commercially available product can be used. Examples of commercially available products include GENENCARE (registered trademark) OSMS BA (Finneds Finland Ltd), Aquadu (registered trademark) AN-100 (Ajinomoto Co., Inc.), Aminocoat (registered trademark) (Asahi Kasei Finechem Co., Ltd.) and the like.

The amount of trimethylglycine blended in the external preparation for skin of the present invention is not particularly limited, but can be adjusted depending on the type, purpose, and the like. When trimethylglycine is blended, it is preferably 0.01 to 20% by mass, more preferably 0.1 to 20% by mass, and further, with respect to the total amount of the external preparation for skin, from the viewpoint of effect and stability. It is preferably 0.1 to 10% by mass.

The alkylene oxide derivative has the following formula (2):
Z- {O (AO) l (EO) m- (BO) nH} a ... Equation (2)
(During the ceremony,
Z represents the residue of the compound having 3 to 9 hydroxyl groups excluding the hydroxyl group;
AO represents an oxyalkylene group having 3 to 4 carbon atoms;
EO represents an oxyethylene group; BO represents an oxyalkylene group having 4 carbon atoms;
a represents 3-9;
l, m and n are the average number of moles of AO, EO and BO, respectively, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50 and 0.5 ≦ n ≦ 5.
The weight ratio of AO to EO (AO / EO) is 1/5 to 5/1;
AO and EO may be added randomly or in blocks. )
It is represented by. The above-mentioned alkylene oxide derivative may be a single type or a mixture of a plurality of types.

In the alkylene oxide derivative represented by the formula (2), Z is a residue excluding the hydroxyl group of the compound having 3 to 9 hydroxyl groups, and a is the number of hydroxyl groups of the compound of Z and is 3 to 9. Compounds having 3 to 9 hydroxyl groups include, for example, glycerin and trimethylolpropane when a = 3, erythritol, pentaerythritol, sorbitol, alkylglycoside, diglycerin and a = 5 when a = 4. Examples thereof include xylitol, dipentaerythritol, sorbitol and inositol when a = 6, sucrose and trehalose when a = 8, maltitol when a = 9, and mixtures thereof. Preferably, Z is a residue of the compound having 3 to 6 hydroxyl groups excluding the hydroxyl group, and satisfies 3 ≦ a ≦ 6. As the compound having 3 to 9 hydroxyl groups, glycerin and trimethylolpropane are preferable, and glycerin is particularly preferable. When a ≦ 2, the compatibility with oily components such as fats and oils is inferior, and the compounding stability in the oily preparation tends to deteriorate. When 10 ≦ a, a sticky feeling occurs.

AO is an oxyalkylene group having 3 to 4 carbon atoms, and examples thereof include an oxypropylene group, an oxybutylene group (oxyn-butylene group, an oxyisobutylene group, an oxyt-butylene group), an oxytrimethylene group, and an oxytetramethylene group. The group etc. can be mentioned. It is preferably an oxypropylene group, an oxybutylene group, and more preferably an oxypropylene group.

l is the average number of moles added of AO, which is 1 ≦ l ≦ 50, preferably 2 ≦ l ≦ 20. m is the average number of moles added of EO, which is 1 ≦ m ≦ 50, preferably 2 ≦ m ≦ 20. If l is 0, a sticky feeling is generated, and if it exceeds 50, the moisturizing effect is lowered, which is not preferable. Further, if m is 0, the moisturizing effect is lowered, and if it exceeds 50, a sticky feeling is generated, which is not preferable.

The weight ratio of AO to EO (AO / EO) is 1/5 to 5/1, preferably 1/4 to 4/1. If it is less than 1/5, a sticky feeling is generated, and if it is larger than 5/1, the moisturizing feeling is lowered, which is not preferable. The order in which AO and EO are added is not particularly specified, and may be added in a block shape or randomly. It is preferably added randomly.

BO is an oxyalkylene group having 4 carbon atoms, and examples thereof include an oxybutylene group (oxyn-butylene group, an oxyisobutylene group, an oxyt-butylene group), an oxytetramethylene group and the like. It is preferably an oxybutylene group.

n is the average number of moles added of BO, 0.5 <n ≦ 5, preferably 0.8 ≦ n ≦ 3, and more preferably 1 ≦ n ≦ 3. If it is 0.5 or less, a sticky feeling is generated, and if it exceeds 5, the moisturizing feeling is lowered, which is not preferable. In the formula (2), (BO) n needs to be bonded to the terminal hydrogen atom.

The alkylene oxide derivative represented by the formula (2) can be produced by a known method. For example, it is obtained by addition-polymerizing ethylene oxide and an alkylene oxide having 3 to 4 carbon atoms to a compound having 3 to 9 hydroxyl groups, and then reacting the alkylene oxide having 4 carbon atoms. At the stage of addition polymerization of ethylene oxide and alkylene oxide having 3 to 4 carbon atoms to a compound having 3 to 9 hydroxyl groups, ethylene oxide and alkylene oxide may be randomly polymerized or block polymerization. You may.

Among the alkylene oxide derivatives represented by the formula (2), the preferred alkylene oxide derivative is, for example, the following formula (2-1):
Gly- [O (PO) s (EO) t- (BO) uH] 3 ... Equation (2-1)
(During the ceremony,
Gly represents the residue obtained by removing the hydroxyl group from glycerin;
PO represents an oxypropylene group;
EO represents an oxyethylene group;
s and t are the average number of moles added of PO and EO, respectively, and are values of 1 to 50.
The mass ratio of PO and EO (PO / EO) is 1/5 to 5/1.
BO represents an oxyalkylene group having 4 carbon atoms;
u is the average number of moles added of BO, which is a value of 0.5 to 5. )
Alkylene oxide derivative (polyoxybutylene polyoxyethylene polyoxypropylene glycerol) can be mentioned.

The alkylene oxide derivative of the formula (2-1) is obtained by adding propylene oxide and ethylene oxide to glycerin at a ratio of 3 to 150 molar equivalents with respect to glycerin, and then adding an alkylene oxide having 4 carbon atoms to glycerin. It is obtained by addition at a ratio of 5 to 15 molar equivalents.

When these alkylene oxides are added to glycerin, the addition reaction is carried out using an alkali catalyst, a phase transfer catalyst, a Lewis acid catalyst, or the like. Generally, it is preferable to use an alkaline catalyst such as potassium hydroxide.

Of the alkylene oxide derivatives represented by the formula (2), more preferable ones are added with 6 to 10 mol of ethylene oxide and 3 to 7 mol of propylene oxide to glycerin, followed by addition of 2 to 4 mol of butylene oxide. It is a thing.

Of the alkylene oxide derivatives represented by the formula (2), even more preferable is polyoxybutylene obtained by adding 8 mol of ethylene oxide and 5 mol of propylene oxide to glycerin and then adding 3 mol of butylene oxide. It is polyoxyethylene polyoxypropylene glycerol and is referred to as PEG / PPG / polybutylene glycol-8 / 5/3 glycerin. This alkylene oxide derivative is commercially available as WILBRIDE (registered trademark) S-753 and WILBRIDE (registered trademark) S-753D (both are NOF CORPORATION).

The blending amount of the alkylene oxide derivative in the external preparation for skin of the present invention is not particularly limited and can be adjusted depending on the type, purpose and the like. When the alkylene oxide derivative is blended, it is preferably 0.01% by mass or more, preferably 20% by mass or less, and more preferably 10% by mass or less with respect to the total amount of the external preparation for skin from the viewpoint of effect and stability. be. Specifically, it is preferably 0.01 to 20% by mass, more preferably 0.01 to 10% by mass, and further preferably 0.1 to 10% by mass. If it is blended in excess of 20% by mass, stickiness may become a problem in terms of usability.

In addition to the above-mentioned essential components, the skin external preparation of the present invention usually contains an aqueous component, an oily component, a moisturizer, a pigment, a surfactant, an ultraviolet absorber, and a thickening agent, which are usually added to the skin external preparation as needed. Agents, beauty ingredients, fragrances, polymer substances, antibacterial and antifungal agents, alcohols, powders, scrubbing agents, biological ingredients and the like can be appropriately blended.

The external preparation for skin of the present invention can be used in, for example, lotions, emulsions, and ointments. In addition, the external preparation for skin of the present invention may be produced regardless of the production method.

Hereinafter, the present invention will be specifically described with reference to Examples, but the scope of the present invention is not limited thereto. The blending amount is mass% unless otherwise specified.

[Moisturizing effect test method]
The samples shown in Tables 1 and 2 were prepared, and the water content of the skin surface stratum corneum was measured.

[Measuring method]
(1) Acclimation The subject washed the medial parts of the left and right forearms, wiped off the water, and rested for 15 minutes in a room adjusted to a temperature of 21 ± 0.5 ° C. and a humidity of 50 ± 5% for acclimatization.
(2) Application A 3 cm × 3 cm area was marked on the medial side of the left and right forearms, 9 μL was dropped using a pipette, and the area was evenly applied with a finger cot.
(3) Measurement The water content of the surface stratum corneum before application and 60 minutes after application was measured using SKICON-200EX. The skin surface stratum corneum water content was calculated as a relative value when the water content before application was 100, and is shown in Tables 1 and 2. Since the water content of the skin surface stratum corneum is easily affected by the temperature, humidity, etc. on the day of measurement, a group of samples are evaluated on the same day, and the measurement before application is also based on the measured value at the site where the sample is applied as a relative value. And said.

[Moisturizing effect test method]
The samples shown in Tables 3 and 4 were prepared, and the transepidermal water loss was measured.

[Measuring method]
(1) Acclimation The subject washed the medial parts of the left and right forearms, wiped off the water, and rested for 15 minutes in a room adjusted to a temperature of 20 ± 0.5 ° C. and a humidity of 50 ± 5% for acclimatization.
(2) Application A 3 cm × 3 cm area was marked on the medial side of the left and right forearms, 9 μL was dropped using a pipette, and the area was evenly applied with a finger cot.
(3) Measurement The amount of transepidermal water loss before application and 60 minutes after application was measured using Vapometer. The transepidermal moisture evaporation amount was calculated as a relative value when the transepidermal moisture evaporation amount before application was set to 100, and is shown in Tables 3 and 4. Since the amount of transepidermal water loss is easily affected by the temperature, humidity, etc. on the day of measurement, a group of samples should be evaluated on the same day, and the measurement before application should be based on the measured value at the site where the sample was applied. bottom.

As shown in Table 1, Example 1 compared Comparative Example 1 containing twice the amount of glyceryl glucoside with Example 1 and Polyglyceryl-10 (eicosanedioic acid / tetradecanedioic acid) with Example 1. Compared with Comparative Example 2 containing a double amount of water, the water content of the surface stratum corneum was synergistically improved.

As shown in Table 2, in Example 2, Comparative Example 1 containing twice the amount of glyceryl glucoside as compared with Example 2 and 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer solution were compared with Example 2. As a result, the water content of the surface stratum corneum was synergistically improved as compared with Comparative Example 3 in which the content was doubled.

As shown in Table 3, Example 3 includes Comparative Example 4 containing a double amount of glyceryl glucoside as compared with Example 3, and Comparative Example 5 containing a double amount of trimethylglycine as compared with Example 3. In comparison, the transepidermal water loss was synergistically reduced.

As shown in Table 4, Example 4 contains glyceryl glucoside in a double amount as compared with Example 4, and PEG / PPG / polybutylene glycol-8 / 5/3 glycerin as compared with Example 4. Compared with Comparative Example 6 in which the content was doubled, the transepidermal water loss amount was synergistically reduced.

[Example 5] Cream (1) Squalene 10.0 (mass%)
(2) Stearic acid 2.0
(3) Hydrogenated palm kernel oil 0.5
(4) Hydrogenated soybean phospholipid 0.1
(5) Cetanol 3.6
(6) Polyoil-type glycerin monostearate 2.0
(7) Glycerin 10.0
(8) Methyl paraoxybenzoate 0.1
(9) Arginine (20% by mass aqueous solution) 15.0
(10) Amount of purified water totaling 100 (11) Carboxyvinyl polymer (1% by mass aqueous solution) 15.0
(12) Tranexamic acid 2.0
(13) Glyceryl glucoside (Note 1) 0.5
(14) (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 (Note 2) 0.5

[Example 6] Emulsion (1) Squalene 10.0 (mass%)
(2) Methylphenylpolysiloxane 4.0
(3) Hydrogenated palm kernel oil 0.5
(4) Hydrogenated soybean phospholipid 0.1
(5) Polyoxyethylene monostearate
Sorbitan (20EO) 1.3
(6) Sorbitan monostearate 1.0
(7) Glycerin 4.0
(8) Methyl paraoxybenzoate 0.1
(9) Carboxyvinyl polymer 0.15
(10) Amount of purified water with 100 as a whole (11) Arginine (1% by mass aqueous solution) 20.0
(12) Tranexamic acid 1.0
(13) Glyceryl glucoside (Note 1) 0.5
(14) 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer solution (Note 3) 0.3

[Example 7] Toner (1) Ethanol 15.0 (mass%)
(2) Polyoxyethylene (40EO) hardened castor oil 0.3
(3) Fragrance 0.1
(4) Amount of purified water with 100 as a whole (5) Citric acid 0.02
(6) Sodium citrate 0.1
(7) Glycerin 1.0
(8) Hydroxyethyl cellulose 0.1
(9) Tranexamic acid 2.0
(10) Glyceryl glucoside (Note 1) 0.3
(11) PEG / PPG / polybutylene glycol-8 / 5/3 glycerin (Note 5) 0.5

[Example 8] Beauty essence (1) Amount (mass%) with the total amount of purified water as 100
(2) Glycerin 10.0
(3) Sucrose fatty acid ester 1.3
(4) Carboxyvinyl polymer (1% by mass aqueous solution) 17.5
(5) Sodium alginate (1% by mass aqueous solution) 15.0
(6) Polyglyceryl monolaurate 1.0
(7) Macadamia nut oil fatty acid phytosteryl 3.0
(8) Di (phytosteryl-2-octyldodecyl) N-lauroyl-L-glutamic acid 2.0
(9) Hardened palm oil 2.0
(10) Squalene (derived from olives) 1.0
(11) Behenyl alcohol 0.75
(12) Beeswax 1.0
(13) Jojoba oil 1.0
(14) 1,3-butylene glycol 10.0
(15) L-arginine (10% by mass aqueous solution) 2.0
(16) Tranexamic acid 2.0
(17) Glyceryl glucoside (Note 1) 0.2
(18) (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 (Note 2) 0.2
(19) 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer solution (Note 3) 0.02

[Example 9] Aqueous gel (1) Carboxyvinyl polymer 0.5 (% by mass)
(2) Amount of purified water totaling 100 (3) Sodium hydroxide (10% by mass aqueous solution) 0.5
(4) Methyl paraoxybenzoate 0.1
(5) Tranexamic acid 2.0
(6) Glyceryl glucoside (Note 1) 0.3
(7) Trimethylglycine (Note 4) 0.2
(8) Fragrance 0.1
(9) Polyoxyethylene (60EO.) Hardened castor oil 0.1

[Example 10] Cleansing agent (1) Squalene 81.0 (mass%)
(2) Polyoxyethylene glyceryl isostearate 15.0
(3) Amount of purified water with 100 as a whole (4) Tranexamic acid 1.0
(5) Glyceryl glucoside (Note 1) 0.2
(6) 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer solution (Note 3) 0.5

[Example 11] Facial washing foam (1) Stearic acid 16.0 (mass%)
(2) Myristic acid 16.0
(3) Oil-based glycerin monostearate 2.0
(4) Glycerin 20.0
(5) Sodium hydroxide 7.5
(6) Coconut oil fatty acid amide propyl betaine 1.0
(7) Amount of purified water with 100 as a whole (8) Tranexamic acid 2.0
(9) Glyceryl glucoside (Note 1) 0.4
(10) (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 (Note 2) 0.04

[Example 12] Makeup base cream (1) Squalene 10.0 (mass%)
(2) Cetanol 2.0
(3) Glycerin tri-2-ethylhexanoic acid ester 2.5
(4) Oil-based glyceryl monostearate 1.0
(5) Propylene glycol 11.0
(6) Sucrose fatty acid ester 1.3
(7) Amount of purified water with 100 as a whole (8) Titanium oxide 1.0
(9) Bengala 0.1
(10) Iron yellow oxide 0.4
(11) Fragrance 0.1
(12) Tranexamic acid 1.0
(13) Glyceryl glucoside (Note 1) 0.2
(14) 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer solution (Note 3) 0.01

[Example 13] Emulsion foundation (1) Methylpolysiloxane 2.0 (mass%)
(2) Squalene 5.0
(3) Octyldodecyl myristate 5.0
(4) Cetanol 1.0
(5) Polyoxyethylene (20EO)
Sorbitan monostearic acid ester 1.3
(6) Sorbitan monostearate 0.7
(7) 1,3-butylene glycol 8.0
(8) Xanthan gum 0.1
(9) Methyl paraoxybenzoate 0.1
(10) Amount of purified water with 100 as a whole (11) Titanium oxide 9.0
(12) Talc 7.4
(13) Bengala 0.5
(14) Iron yellow oxide 1.1
(15) Black iron oxide 0.1
(16) Fragrance 0.1
(17) Tranexamic acid 1.0
(18) Glyceryl glucoside (Note 1) 0.2
(19) (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 (Note 2) 0.02

[Example 14] Water-in-oil emollient cream (1) Liquid paraffin 30.0 (mass%)
(2) Microcrystalline wax 2.0
(3) Vaseline 5.0
(4) Diglycerin oleate 5.0
(5) Sodium chloride 1.3
(6) Potassium chloride 0.1
(7) Propylene glycol 3.0
(8) 1,3-butylene glycol 5.0
(9) Methyl paraoxybenzoate 0.1
(10) Tranexamic acid 2.0
(11) Glyceryl glucoside (Note 1) 0.2
(12) (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 (Note 2) 0.02
(13) Amount of purified water with 100 as a whole (14) Fragrance 0.1

[Example 15] Pack (1) Amount (mass%) with the total amount of purified water as 100
(2) Polyvinyl alcohol 12.0
(3) Ethanol 17.0
(4) Glycerin 5.0
(5) Polyethylene glycol (average molecular weight 1000) 2.0
(6) Tranexamic acid 1.0
(7) Glyceryl glucoside (Note 1) 0.2
(8) PEG / PPG / polybutylene glycol-8 / 5/3 glycerin (Note 5) 0.2
(9) Fragrance 0.1

[Example 16] Sheet pack (1) Fragrance 0.1 (mass%)
(2) 1,3-butylene glycol 5.0
(3) Glycerin 5.0
(4) Ethanol 3.0
(5) Tranexamic acid 1.0
(6) Glyceryl glucoside (Note 1) 0.2
(7) Trimethylglycine (Note 4) 0.1
(8) PEG / PPG / polybutylene glycol-8 / 5/3 glycerin (Note 5) 0.1
(9) Amount with 100 as the total amount of purified water

Claims (1)

An external preparation for skin containing the following (A) to (C).
(A) Tranexamic acid or a salt thereof (B) Glyceryl glucoside (C) Divalent carboxylic acid and an oligomer ester composed of polyglycerin having an average degree of polymerization of 2 or more and 15 or less, a phosphorylcholine group-containing polymer, trimethylglycine, and the following formula. (2)
Z- {O (AO) _l (EO) _m- (BO) _n H} _a ... Equation (2)
(During the ceremony,
Z represents the residue of the compound having 3 to 9 hydroxyl groups excluding the hydroxyl group;
AO represents an oxyalkylene group having 3 to 4 carbon atoms;
EO represents an oxyethylene group; BO represents an oxyalkylene group having 4 carbon atoms;
a represents 3-9;
l, m and n are the average number of moles of AO, EO and BO, respectively, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50 and 0.5 ≦ n ≦ 5.
The weight ratio of AO to EO (AO / EO) is 1/5 to 5/1;
AO and EO may be added randomly or in blocks. )
One or more selected from at least one alkylene oxide derivative represented by