Composition for removing angular plug

By using a composition of trianolamine and specific alkylene oxide derivatives to penetrate and disintegrate the pore inner corner plug within the pH range of 8 to 14, the problem that the existing cleaning agents are difficult to remove the corner plug is solved, and efficient removal and excellent use feeling is achieved.

CN120265262APending Publication Date: 2025-07-04SHISEIDO CO LTD

Patent Information

Application Number
CN202380081066.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-12-23
Filing Date
2023-12-01
Publication Date
2025-07-04

AI Technical Summary

Technical Problem

Existing cleaning agents are difficult to effectively remove horn plugs in pores, and traditional methods have great irritation or serious damage to the skin, and have poor use.

Method used

A liquid composition is formed by infiltration into the pores by disintegrating the angle plug and acting within the pH range of 8 to 14, combining an appropriate amount of polyol and surfactant.

Benefits of technology

It effectively removes the inner corner plugs of pores, reduces damage to the skin, and improves the smoothness of the skin after use.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure BDA0005415910740000091
    Figure BDA0005415910740000091
  • Figure BDA0005415910740000101
    Figure BDA0005415910740000101
  • Figure BDA0005415910740000102
    Figure BDA0005415910740000102
Patent Text Reader

Abstract

Provided is a composition for removing keratosuppository, which has an excellent keratosuppository removal effect and an excellent feeling of use. A composition for removing a keratotic plug according to the present invention contains (A) an alkanolamine compound such as a trialkanolamine, (B) an alkylene oxide derivative such as a polyoxyethylene-polyoxypropylene addition alkyl ether, and (C) water.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to a cleaning agent, particularly a composition for removing comedones having a high effect of removing comedones formed in pores. More specifically, it relates to a composition that cleans the skin by acting on comedones to disintegrate them and remove them from within the pores. Background Art

[0002] In cleaning agents for face washing and the like, various surfactants and the like are incorporated, and they have the effect of removing dirt and oils on the skin surface from the skin by applying them to the skin. At this time, the dirt and oils on the skin surface are removed by dissolving them with the cleaning agent or peeling them off by physical scrubbing or the like.

[0003] However, the part of the comedones enclosed in the pores that is exposed on the skin surface is small, and since lipids and proteins have a layered structure like a mille-feuille cake, it is difficult to completely remove them only by using a general cleaning agent. Oil-based cleaning agents for removing comedones have also been developed, but even oil-based cleaning agents are difficult to completely dissolve the comedones in the pores, and there is also room for improvement in the skin feeling after use.

[0004] Therefore, although operations for removing comedones by physical attraction and the like have been carried out, there are also problems of strong irritation to the skin and time-consuming. In addition, pore masks for removing comedones are also commercially available, but there are also problems such as not only significant damage to the skin but also easy drying of the skin after removing the mask.

[0005] From such a viewpoint, a cleaning agent having a high comedone-removing ability, small damage to the skin, and excellent usability is desired.

[0006] Prior Art Documents

[0007] Patent Documents

[0008] Patent Document 1: Japanese Patent Laid-Open No. 2018-177778

[0009] Patent Document 2: Japanese Patent Laid-Open No. 2018-177781 Summary of the Invention

[0010] In view of the above problems, the present invention provides a composition for removing comedones having a high comedone-removing effect and excellent usability.

[0011] According to the present invention, the following inventions are provided. [1]

[0013] A composition for removing comedones, which contains: (A) an alkanolamine compound represented by formula (a), (B) (B1) an alkylene oxide derivative represented by formula (b1) or (B2) an alkylene oxide derivative represented by formula (b2), and (C) water,

[0014] NR a 3(a)

[0015] (wherein,

[0016] R a are each independently H, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms,

[0017] R a at least one of which is a hydroxyalkyl group having 1 to 3 carbon atoms)

[0018] R b1 O-[(AO) p (EO) q -R b2 (b1)

[0019] (wherein,

[0020] AO is an oxyalkylene group having 3 to 4 carbon atoms,

[0021] EO is oxyethylene,

[0022] p and q are the average addition molar numbers of an oxyalkylene group having 3 to 4 carbon atoms and oxyethylene, respectively, 1 ≤ p ≤ 70, 1 ≤ q ≤ 70, and the proportion of oxyethylene relative to the total of the oxyalkylene group and oxyethylene is 20 to 80% by mass, and the oxyalkylene group and oxyethylene may be added in a block form or in a random form,

[0023] R b1 and R b2 are optionally the same or different hydrocarbon groups having 1 to 4 carbon atoms or hydrogen atoms,

[0024] R b1 and R b2 the ratio of the number of hydrogen atoms to the number of hydrocarbon groups is 0.15 or less)

[0025] R b3 -[C(=O)-O-[(AO) r (EO) s -R b4 2(b2)

[0026] (wherein,

[0027] AO is an oxyalkylene group having 3 to 4 carbon atoms,

[0028] EO is oxyethylene,

[0029] r and s are the average addition molar numbers of an oxyalkylene group having 3 to 4 carbon atoms and oxyethylene, respectively, 0 ≤ r ≤ 10, 1 ≤ s ≤ 10, and the oxyalkylene group and oxyethylene may be added in a block form or in a random form,

[0030] R b3 is a linear, branched or cyclic saturated hydrocarbon group having 3 to 12 carbon atoms,

[0031] R b4 each independently is a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom). [2]

[0033] The composition according to [1], wherein the component (A) is trialkanolamine. [3]

[0035] The composition according to claim 1 or 2, wherein, based on the total mass of the composition, the content of the component (A) is 0.1 to 30% by mass. [4]

[0037] The composition according to [1] or [2], having a pH of 8 to 14 at 25°C. [5]

[0039] The composition according to any one of [1] to [3], wherein, based on the total mass of the composition, the content of the component (B) is 0.1 to 20% by mass. [6]

[0041] The composition according to any one of [1] to [4] further contains (D) a polyol. [7]

[0043] The composition according to [6], wherein, based on the total mass of the composition, the content of the component (D) is 0.1 to 30% by mass. [8]

[0045] The composition according to any one of [1] to [7] further contains (E) a surfactant. [9]

[0047] The composition according to any one of [1] to [8] is a liquid composition.

[10]

[0049] The composition according to any one of [1] to [9] is a skin cleanser.

[0050] According to the present invention, there is provided a comedone-removing composition having a high comedone-removing ability and capable of imparting a smooth feeling to the skin after washing. Detailed Description

[0051] [Comedone-removing composition]

[0052] The comedone-removing composition of the present invention contains:

[0053] (A) Specific alkanolamine compounds,

[0054] (B) Specific alkylene oxide derivatives, and

[0055] (C) Water

[0056] are essential components. Hereinafter, each of these components will be described.

[0057] [(A) Alkanolamine compounds]

[0058] The comedone-removing composition of the present invention (hereinafter sometimes simply referred to as "composition") contains a specific alkanolamine compound (hereinafter sometimes referred to as component (A)). Component (A) is represented by formula (a).

[0059] NR a 3(a)

[0060] (In the formula, R a are each independently H, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms;

[0061] R a at least one of which is a hydroxyalkyl group having 1 to 3 carbon atoms.)

[0062] Among such alkanolamine compounds, trialkanolamine is preferred, and particularly triethanolamine is preferred because of its large comedone-removing effect.

[0063] The content ratio of component (A) in the composition of the present invention is not particularly limited, and is preferably 0.1 to 30% by mass, more preferably 1 to 10% by mass, based on the total mass of the composition. By making the content of component (A) within such a range, a high comedone-removing effect can be achieved.

[0064] [(B) Alkylene oxide derivatives]

[0065] The composition of the present invention contains a specific alkylene oxide derivative (hereinafter sometimes referred to as component (B)). This component (B) is selected from the following (B1) or (B2).

[0066] (B1) One of the alkylene oxide derivatives that can be used as component (B) is a substance represented by formula (b1).

[0067] R b1 O-[(AO) p (EO) q -R b2 (b1)

[0068] (In the formula, AO is an oxyalkylene group having 3 to 4 carbon atoms;

[0069] EO is oxyethylene;

[0070] p and q are the average molar addition numbers of oxyalkylene having 3 to 4 carbon atoms and oxyethylene, respectively, 1 ≤ p ≤ 70, 1 ≤ q ≤ 70, the proportion of oxyethylene relative to the total of oxyalkylene and oxyethylene is 20 to 80% by mass, and oxyalkylene and oxyethylene are optionally added in a block form or in a random form;

[0071] R b1 and R b2 are optionally the same or different hydrocarbon groups having 1 to 4 carbon atoms or hydrogen atoms;

[0072] R b1 and R b2 The ratio of the number of hydrogen atoms to the number of hydrocarbon groups is 0.15 or less.)

[0073] In the alkylene oxide derivative represented by the above formula (b1), AO is an oxyalkylene having 3 to 4 carbon atoms, and examples thereof include oxypropylene, oxybutylene, oxyisobutylene, trimethylene or tetramethylene, etc., and oxypropylene or oxybutylene is preferably exemplified. p is the average molar addition number of oxyalkylene having 3 to 4 carbon atoms, 1 ≤ p ≤ 70, preferably 2 ≤ p ≤ 20. q is the average molar addition number of oxyethylene, 1 ≤ q ≤ 70, preferably 2 ≤ q ≤ 20. In addition, as (p + q), it is preferably 8 to 100.

[0074] In addition, in the alkylene oxide derivative represented by the above formula (b1), the proportion of oxyethylene relative to the total of oxyalkylene having 3 to 4 carbon atoms and oxyethylene is preferably 20 to 80% by mass. The addition order of ethylene oxide and alkylene oxide having 3 to 4 carbon atoms is not particularly limited. In addition, oxyethylene and oxyalkylene having 3 to 4 carbon atoms can be added in a block form or in a random form, and preferably in a random form. Here, the block form includes not only a two-block but also a three-block.

[0075] R 1 and R 2 may each use the same kind of group, or a hydrocarbon group having 1 to 4 carbon atoms and a hydrogen atom may be mixed, or different kinds of hydrocarbon groups having 1 to 4 carbon atoms may be mixed. Among them, for R 1 and R 2 in the hydrocarbon group, regarding the existence ratio of the hydrocarbon group and the hydrogen atom, the ratio Y / X of the number (Y) of hydrogen atoms to the number (X) of hydrocarbon groups is 0.15 or less, preferably 0.06 or less. That is, R 1 and R 2 may be hydrogen, but preferably the ratio is small, and R 1 and R 2 are preferably all hydrocarbon groups.

[0076] As the specific alkylene oxide derivative contained in (B1), for example, polyoxyethylene (10 moles) polyoxypropylene (10 moles) dimethyl ether, polyoxyethylene (9 moles) polyoxypropylene (2 moles) dimethyl ether, polyoxyethylene (14 moles) polyoxypropylene (7 moles) dimethyl ether, polyoxyethylene (6 moles) polyoxypropylene (14 moles) dimethyl ether, polyoxyethylene (15 moles) polyoxypropylene (5 moles) dimethyl ether, polyoxyethylene (25 moles) polyoxypropylene (25 moles) dimethyl ether, polyoxyethylene (9 moles) polyoxybutylene (2 moles) dimethyl ether, polyoxyethylene (14 moles) polyoxybutylene (7 moles) dimethyl ether, polyoxyethylene (10 moles) polyoxypropylene (10 moles) diethyl ether, polyoxyethylene (10 moles) polyoxypropylene (10 moles) dipropyl ether, polyoxyethylene (10 moles) polyoxypropylene (10 moles) dibutyl ether, and polyoxyethylene (36 moles) polyoxypropylene (41 moles) dimethyl ether can be cited. Among them, polyoxyethylene (9 moles) polyoxypropylene (2 moles) dimethyl ether, polyoxyethylene (14 moles) polyoxypropylene (7 moles) dimethyl ether, or polyoxyethylene (36 moles) polyoxypropylene (41 moles) dimethyl ether is preferred, and polyoxyethylene (14 moles) polyoxypropylene (7 moles) dimethyl ether is particularly preferred.

[0077] (B2) Another alkylene oxide derivative that can be used as the component (B) is the substance represented by the formula (b2).

[0078] R b3 -[C(=O)-O-[(AO) r (EO) s -R b4 2(b2)

[0079] (In the formula, AO is an oxyalkylene group having 3 to 4 carbon atoms;

[0080] EO is oxyethylene;

[0081] r and s are the average addition mole numbers of an oxyalkylene group having 3 to 4 carbon atoms and oxyethylene, respectively, 0 ≤ r ≤ 10, 1 ≤ s ≤ 10, and the oxyalkylene group and oxyethylene are optionally added in a block form or in a random form;

[0082] R b3 is a linear, branched or cyclic saturated hydrocarbon group having 3 to 12 carbon atoms;

[0083] R b4 is a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom.)

[0084] In the alkylene oxide derivative represented by the above formula (b2), AO and EO are as described in formula (b1). r is the average number of moles of oxyalkylene having 3 to 4 carbon atoms added, 0 ≤ r ≤ 10, preferably 0 ≤ r ≤ 5. s is the average number of moles of oxyethylene added, 1 ≤ s ≤ 10, preferably 2 ≤ s ≤ 5. In addition, as (p + q), it is preferably 1 to 20.

[0085] In addition, in the alkylene oxide derivative represented by the above formula (b2), the addition order of ethylene oxide and alkylene oxide having 3 to 4 carbon atoms is not particularly limited. In addition, oxyethylene and oxyalkylene having 3 to 4 carbon atoms may be added in a block form or in a random form. It should be noted that in formula (b2), r = 0 is preferred.

[0086] R b3 is a linear, branched or cyclic saturated hydrocarbon group having 3 to 12 carbon atoms, and examples thereof include propylene, butylene, pentylene, hexylene, octylene, cyclopentylene, cyclohexylene, etc.

[0087] R 4 The same kind of groups can be used respectively, or a hydrocarbon group having 1 to 4 carbon atoms and a hydrogen atom can be mixed, or different kinds of hydrocarbon groups having 1 to 4 carbon atoms can be mixed.

[0088] As a specific alkylene oxide derivative contained in (B2), bis-diethoxydiethylene glycol cyclohexane 1,4-dicarboxylate, etc. can be cited.

[0089] According to the research of the present inventors, the components (A) and (B) have the effect of penetrating into pores, acting on the protein part of the horny plug, and disintegrating the horny plug. That is, the composition of the present invention first acts on the horny plug to disintegrate it, and then penetrates into the inside of the horny plug. Therefore, compared with a composition that gradually dissolves and removes from the surface like a general cleaning agent, the horny plug removal ability of the composition of the present invention becomes very high. The disintegrated horny plug is also easily removed by scrubbing or the like.

[0090] In addition, the horny plug removal effect achieved by using these components is significantly manifested in a specific pH range. Therefore, the pH of the composition of the present invention needs to be 8 to 14 at 25 °C, preferably 8 to 12.

[0091] The content ratio of the component (B) in the composition of the present invention is not particularly limited, and based on the total mass of the composition, it is preferably 0.1 to 20% by mass, more preferably 1 to 10% by mass. By making the content of the component (B) within such a range, a high horny plug removal effect can be achieved.

[0092] [(C) Water]

[0093] In addition to the above components, the composition of the present invention further contains water (hereinafter sometimes referred to as component (C)). As the water, the water used in cosmetics, quasi-drugs, etc. can be used. For example, purified water, ion-exchanged water, tap water, etc. can be used.

[0094] [(D) Polyhydric alcohol]

[0095] The composition of the present invention uses the above-mentioned components (A) and (B) as essential components, and may further contain a polyhydric alcohol (hereinafter sometimes referred to as component (C)). Component (C) can usually impart a moisturizing effect, etc. to cleaning agents, etc.

[0096] As the polyhydric alcohol, it can be arbitrarily selected and used from the polyhydric alcohols that can usually be used in cleaning agents. Specifically, examples include

[0097] diols (such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butanediol, 1,3-butanediol, tetramethylene glycol, 2,3-butanediol, pentamethylene glycol, 2-butene-1,4-diol, hexanediol, octanediol, etc.);

[0098] triols (such as glycerol, trimethylolpropane, etc.);

[0099] tetrols (such as pentaerythritol such as 1,2,6-hexanetriol, etc.);

[0100] pentols (such as xylitol, etc.);

[0101] hexols (such as sorbitol, mannitol, etc.); and

[0102] polyhydric alcohol polymers (such as diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, polyglycerol, etc.).

[0103] In addition, polyhydric alcohol alkyl ethers, polyhydric alcohol ether esters, sugar alcohols, etc. can also be used. Among them, glycerol or dipropylene glycol is preferred. In addition, two or more of these polyhydric alcohols can be used in combination.

[0104] The content ratio of component (C) in the composition of the present invention is not particularly limited. When component (C) is contained, based on the total mass of the composition, it is preferably 0.1 to 30% by mass, more preferably 1 to 20% by mass. By making the polyhydric alcohol within such a range, a high moisturizing effect can also be achieved.

[0105] [Other components]

[0106] In addition to the above components, the composition of the present invention may contain any other components within the scope that does not impair the effects of the present invention according to the purpose. As such optional components, there may be mentioned stabilizers, such as preservatives, antioxidants, chelating agents and pH adjusters, surfactants, medicaments, brighteners, gelling agents, ultraviolet absorbers, pigments, food flavors or protein derivatives, etc., which are generally incorporated into cleaning agents.

[0107] As the surfactant, any surfactant that is generally incorporated into cosmetics can be used, and examples thereof include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, etc. However, since the composition of the present invention exhibits effects by penetrating into pores rather than cleaning the skin surface, it is preferably non-foaming. Therefore, it is preferred that the content of general surfactants is low.

[0108] As the medicament, medicaments commonly used in cosmetics, such as vitamin C derivatives, vitamin E derivatives, amino acids, crude drugs, anti-inflammatory agents, bactericides, etc., can be incorporated. Among them, amino acids, such as taurine derivatives, sometimes enhance the effects achieved by component (A), and thus are preferably used in the composition of the present invention.

[0109] The usage form of the composition of the present invention is not particularly limited, but since it has an excellent effect of removing horny plugs from humans, it is particularly suitable as a cleaning agent for cleaning human skin. In addition, the dosage form is not limited, and a liquid dosage form is preferred. However, the composition of the present invention is not limited to such a dosage form and usage form, and any other dosage forms such as gel-like, solution-like, emulsion-like, etc. can also be adopted.

[0110] Examples

[0111] The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the content is expressed as mass % relative to the total amount.

[0112] [Examples 1 to 5 and Comparative Examples 1 to 5]

[0113] Compositions of Examples 1 to 5 and Comparative Examples 1 to 5 were prepared according to the formulations shown in Table 1.

[0114] [Evaluation]

[0115] For the compositions of the examples and comparative examples, evaluations were made based on the following criteria. The evaluation results are shown in Table 1.

[0116] Comedone Disintegration

[0117] Using tweezers, horny plugs were collected from the nose.

[0118] Place the collected plugs on a glass slide. After covering with a coverslip, add 0.05 mL of the sample dropwise at the edge of the coverslip to bring the plugs into contact with the sample. Observe and record the contact situation between the plugs and the sample using a digital microscope (HIROX RH-2000 (trade name), magnification 100×), and evaluate the disintegration state of the plugs 1 minute after contact with the sample. It should be noted that the measurement is carried out at 25 °C.

[0119] The criteria for evaluating the disintegration of the plugs are as follows.

[0120] A: The appearance of the plugs has changed significantly compared to the initial form.

[0121] B: The appearance of the plugs has changed compared to the initial form.

[0122] C: The appearance of the plugs has changed slightly compared to the initial form.

[0123] D: The appearance of the plugs has hardly changed.

[0124] Use feeling (Smooth feeling of the skin after use)

[0125] Apply 1 mL of the sample to the back of the hand, rinse after fusion. After drying with a towel, evaluate the skin feel by professional reviewers with N = 2.

[0126] A: The skin feels smooth.

[0127] B: The skin feels slightly smooth.

[0128] C: The skin does not feel smooth.

[0129] [Table 1]

[0130] Table 1

[0131]

[0132] The following shows formulation examples suitable as the cosmetics of the present invention. All blending amounts are in mass %.

[0133] [Table 2]

[0134] Formulation Example 1: Non-foaming facial wash gel

[0135] [Table 3]

[0136] Formulation Example 2: Non-foaming facial wash gel

[0137] [Table 4]

[0138] Formulation Example 3: Wiping facial wash

[0139] [Table 5]

[0140] Formulation Example 4: Wiping Facial Wash

[0141] [Table 6]

[0142] Formulation Example 5: Wiping Facial Wash

Claims

1. A composition for removing horn plugs, which contains: (A) an alkanolamine compound represented by formula (a), (B) (B1) an alkylene oxide derivative represented by formula (b1) or (B2) an alkylene oxide derivative represented by formula (b2), and (C) water, NR a 3(a) In formula (a), R a each independently is H, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms R a at least one of which is a hydroxyalkyl group having 1 to 3 carbon atoms, R b1 O-[(AO) p (EO) q -R b2 (b1) In formula (b1), AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is oxyethylene group, p and q are the average addition molar numbers of an oxyalkylene group having 3 to 4 carbon atoms and an oxyethylene group respectively, 1 ≤ p ≤ 70, 1 ≤ q ≤ 70, the proportion of the oxyethylene group relative to the total of the oxyalkylene group and the oxyethylene group is 20 to 80% by mass, and the oxyalkylene group and the oxyethylene group are optionally added in a block form or in a random form, R b1 and R b2 are each independently an optionally identical or different hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom, R b1 and R b2 the ratio of the number of hydrogen atoms to the number of hydrocarbon groups is 0.15 or less, R b3 -[C(=O)-O-[(AO) r (EO) s -R b4 2(b2) In formula (b2), AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is oxyethylene group, r and s are the average addition molar numbers of an oxyalkylene group having 3 to 4 carbon atoms and an oxyethylene group respectively, 0 ≤ r ≤ 10, 1 ≤ s ≤ 10, and the oxyalkylene group and the oxyethylene group are optionally added in a block form or in a random form, R b3 is a straight-chain, branched-chain or cyclic saturated hydrocarbon group having 3 to 12 carbon atoms, R b4 Each independently represents a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom.

2. The composition according to claim 1, wherein Component (A) is trialkanolamine.

3. The composition according to claim 1 or 2, wherein Based on the total mass of the composition, the content of component (A) is 0.1 to 30% by mass.

4. The composition according to claim 1 or 2, having a pH of 8 to 14 at 25°C.

5. The composition according to claim 1 or 2, wherein Based on the total mass of the composition, the content of component (B) is 0.1 to 20% by mass.

6. The composition according to claim 1 or 2, which further contains (D) a polyol.

7. The composition according to claim 6, wherein, Based on the total mass of the composition, the content of component (D) is 0.1 to 30% by mass.

8. The composition according to claim 1 or 2, which further contains (E) a surfactant.

9. The composition according to claim 1 or 2, which is a liquid composition.

10. The composition according to claim 1 or 2, which is a skin cleanser.

Citation Information

Patent Citations

  • Skin cleanser composition

    JP2018177778A

  • Skin cleanser composition

    JP2018177781A

Cited By

  • Bionic angle bolt as well as preparation method and application thereof

    CN121830189A