WO2024262323A1 - Cleaning agent - Google Patents

Abstract

[Problem] To provide a cleaning agent which has high cleaning power, can be easily washed away, and has an excellent feel on use. [Solution] This cleaning agent comprises (A) an ester of an alkylene glycol or a polyalkylene glycol with pivalic acid, (B) an oil, and (C) an ester of a polyol having a trihydric or higher alcohol skeleton and a carboxylic acid.

Description

Cleansing agent

The present invention relates to a cleansing agent, in particular a cleansing agent that is highly effective at removing keratin plugs that form in pores.

Makeup cosmetics used in makeup are required to be water-resistant and durable, and products with improved properties have been developed. However, makeup cosmetics are often not sufficiently cleaned with regular water after use, so cleansing agents such as cleansing oils are often used.

In addition to removing makeup, such cleansers are also required to be effective at cleaning dirt on the skin surface and in pores. However, dirt such as sebum, keratin plugs, and dust particles are contained within pores rather than on the skin surface, and only a small portion of them is exposed on the skin surface. Of these, keratin plugs have a layered structure of lipids and proteins similar to that of Baumkuchen, making it difficult to completely cleanse them using only a general cleanser.

From this perspective, there was a demand for a cleansing agent that is highly effective at cleaning, causes minimal damage to the skin, and is also easy to remove after cleaning and has a good feel when used.

Patent No. 3673924

The present invention provides a cleansing agent that is highly effective in cleaning cosmetics and keratin plugs, and also has excellent removability and usability after cleaning.

According to the present invention, the following inventions are provided.
[1]
(A) an ester of an alkylene glycol or a polyalkylene glycol with pivalic acid,
A cleansing agent comprising: (B) an oil; and (C) an ester of a polyol having a trihydric or higher alcohol skeleton and a carboxylic acid.
[2]
The component (A) is represented by the following formula (1):
(Wherein,
AO is propyleneoxy or butyleneoxy;
n is a number from 1 to 20.
The cleansing agent according to [1],
[3]
The cleansing agent according to [2], wherein AO is propyleneoxy.
[4]
The cleansing agent according to any one of [1] to [3], wherein the content of the component (A) based on the total mass of the cleansing agent is 0.5 to 30 mass%.
[5]
The cleansing agent according to any one of [1] to [4], wherein the component (B) forms an oil phase, and the oil phase is a continuous phase.
[6]
The cleansing agent according to any one of [1] to [5], wherein the content of the component (B) based on the total mass of the cleansing agent is 10 to 95 mass%.
[7]
The cleansing agent according to any one of [1] to [6], further comprising (D) water.
[8]
The cleansing agent according to [7], wherein the content of the (D) component based on the total mass of the cleansing agent is 0 to 50 mass%.
[9]
The cleansing agent according to any one of [1] to [8], wherein the HLB of component (C) is 14 or less.
[10]
The cleansing agent according to [9], wherein the content of the component (C) based on the total mass of the cleansing agent is 5 to 35 mass%.
[11]
The cleansing agent according to any one of [1] to [10] for removing dirt from pores.

The present invention provides a cleansing agent that has high cleansing power and can easily clean keratin plugs that were previously difficult to clean, can be easily washed off the skin after cleaning, and has an excellent feel when used.

Description of the Invention

[Cleaning agent]
The cleansing agent according to the present invention comprises:
(A) an ester of an alkylene glycol or a polyalkylene glycol with pivalic acid,
The composition essentially comprises (B) an oil, and (C) an ester of a polyol having a trihydric or higher alcohol skeleton and a carboxylic acid. Each component will be described below.

[(A) Ester of alkylene glycol or polyalkylene glycol and pivalic acid]
The cleansing agent according to the present invention contains an ester of an alkylene glycol or polyalkylene glycol and pivalic acid (hereinafter, sometimes referred to as component (A)). In the present invention, component (A) provides excellent cleansing ability against dirt on the skin, particularly against keratin plugs.

Component (A) is an alkylene glycol or polyalkylene glycol to which pivalic acid is ester-bonded to a terminal hydroxyl group. Pivalic acid may be bonded to only one of the two terminal hydroxyl groups of the alkylene glycol or polyalkylene glycol, but it is preferable that pivalic acid is bonded to both hydroxyl groups.

The type of alkylene group constituting the alkylene glycol or polyalkylene glycol is not particularly limited, but examples include ethyleneoxy, propyleneoxy, butyleneoxy, etc., and may include combinations of these. Of these, alkylene glycols or polyalkylene glycols that contain propyleneoxy or butyleneoxy as a constituent unit are preferred.

Specific examples of such component (A) include those represented by the following formula (1).
(Wherein,
AO is propyleneoxy or butyleneoxy;
n is a number from 1 to 20.

Furthermore, in formula (1), AO is preferably propyleneoxy. Also, n is preferably 1 to 10, and more preferably 2 to 5. In particular, it is preferable that component (A) is PPG-3 dipivalate.

The content of component (A) is not particularly limited, but the content of component (A) based on the total mass of the cleanser is preferably 0.5 to 30 mass%, and more preferably 1 to 15 mass%. By setting the content of component (A) within this range, it is possible to achieve excellent cleaning effects.

Note that component (A) may be considered an oil depending on the type of AO and the number of n, but in this invention, anything that falls under component (A) is excluded from the oil (component (B)) described below.

[(B) Oil]
The cleansing agent according to the present invention contains an oil (hereinafter, sometimes referred to as component (B)). The oil used in the present invention is not particularly limited as long as it is compatible with cosmetics applied to the skin and dirt adhering to the skin, and is harmless to the human body.

Component (B) can be broadly divided into polar oils and non-polar oils, either of which can be used in the present invention.

Examples of polar oils include ester oils, higher fatty acids, and higher aliphatic alcohols.

Ester oils include, for example, octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, cetyl 2-ethylhexanoate-2-ethylhexyl palmitate, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, di(phytosteryl/octyldodecyl) lauroyl glutamate, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, macadamia nut fatty acid phytosteryl, tocopherol acetate, etc.

Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tallic acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).

Examples of higher alcohols include straight-chain alcohols (e.g., lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.), branched-chain alcohols (e.g., lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.), etc.

Examples of non-polar oils include hydrocarbon oils and silicone oils.

Hydrocarbon oils include paraffin, squalane, squalene, isohexadecane, isododecane, hydrogenated polydecene, hydrogenated isopolybutene, petrolatum, etc.

Examples of silicone oils include chain silicone oils such as dimethicone, methylphenylpolysiloxane, caprylyl methicone, diphenylsiloxyphenyltrimethicone, methylhydrogenpolysiloxane, and trimethylsiloxysilicate, and cyclic silicone oils such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.

In the present invention, the content of component (B) is preferably 10 to 95% by mass based on the total mass of the cleanser. When the cleanser according to the present invention is a cleansing oil, the content of component (B) is generally high, and is more preferably 50 to 95% by mass based on the total mass of the cleanser. When the cleanser according to the present invention has a bicontinuous phase, the content of component (B) is preferably 1 to 30% by mass based on the total mass of the cleanser. The cleanser according to the present invention can exhibit high cleaning power by containing component (B) at such a content. Incidentally, having a bicontinuous phase refers to a state in which both water and oil form continuous phases in the cleanser composition.

The component (B) used in the present invention may be either a polar oil or a non-polar oil, or a mixture of these may be used. Ester oil is preferred as the polar oil, and hydrocarbon oil is preferred as the non-polar oil.

[(C) Ester of polyol having a trihydric or higher alcohol skeleton and carboxylic acid]
The cleansing agent according to the present invention contains an ester of a polyol having a trihydric or higher alcohol skeleton and a carboxylic acid (hereinafter, sometimes referred to as component (C)). In the present invention, by combining component (C) with component (A), the cleansing ability is significantly improved.

Preferably, polyols having a trivalent or higher alcohol skeleton include, for example, glycerin, sorbitol, and erythritol. It is preferable that this polyol does not contain a nitrogen-containing substituent such as an amino group, or a sulfur-containing substituent such as a sulfo group.

The carboxylic acid preferably has 8 or more carbon atoms, and more preferably 10 or more carbon atoms. The use of a carboxylic acid with a relatively large number of carbon atoms increases lipophilicity and improves compatibility with component (B). Note that component (C) may include those that are considered to be oils if they contain a long-chain alkyl group in the structure, but in the present invention, those that fall under component (C) are excluded from the oil (component (B)).

The above-mentioned esters of polyols and carboxylic acids include monoesters, diesters, triesters, and tetraesters, with triesters and tetraesters being preferred. Esters containing unreacted hydroxyl groups may also be used. Furthermore, polyols having an alcohol skeleton of three or more valences may contain a polyalkyleneoxy structure. That is,

Specific examples of such component (C) include polyglyceryl-10 dioleate, PEG-20 glyceryl triisostearate, polyoxyethylene sorbitol tetraisostearate, polyglyceryl-10 pentastearate, polyglyceryl-6 dicaprate, PEG-8 glyceryl isostearate, and PEG-7 glyceryl coconut oil fatty acid.

Such component (C) has both hydrophilic and hydrophobic parts, and therefore also functions as a surfactant.

In the present invention, the HLB of component (C) is not particularly limited, but is preferably 14 or less, and more preferably 10 to 13. Here, the HLB is determined by the Griffin method.

In the present invention, the content of component (C) is not particularly limited, but the content of component (C) based on the total mass of the cleanser is preferably 5 to 35 mass%, and more preferably 5 to 20 mass%. Furthermore, when the cleanser according to the present invention has a bicontinuous phase, the content of component (C) based on the total mass of the cleanser is preferably 20 to 35 mass%.

[(D) Water]
The cleansing agent according to the present invention may contain water (hereinafter, may be referred to as component (D)). As the water, water used in cosmetics, quasi-drugs, etc. may be used, for example, purified water, ion-exchanged water, tap water, etc. The cleansing agent according to the present invention is an oily composition containing a high content of oil, but may also contain a small amount of water.

The content of the (D) component is preferably 0 to 50% by mass relative to the total mass of the cleanser according to the present invention. When the cleanser according to the present invention is a cleansing oil, the content of the (D) component is generally low in order to increase the oil content. Specifically, the content of the (D) component is preferably 0 to 4% by mass relative to the total mass of the cleanser. On the other hand, the water content can be increased to make the cleanser according to the present invention a water-in-oil composition. Such compositions can be prepared by applying various emulsification techniques, and the water content can be increased to 90% by mass or more, but in the cleanser according to the present invention, by making the water content 0 to 50% by mass relative to the total mass of the cleanser, both excellent cleansing properties and a good usability can be achieved. When the cleanser according to the present invention has a bicontinuous phase, the content of the (D) component is preferably 20 to 50% by mass relative to the total mass of the cleanser.

[Other ingredients]
In addition to the above-mentioned components, the cleansing agent of the present invention may contain other optional components depending on the purpose, so long as the effects of the present invention are not impaired. Such optional components include components that are generally incorporated into cleansing agents, such as stabilizers, for example, thickeners, preservatives, antioxidants, chelating agents, pH adjusters, surfactants other than component (C), drugs (for example, vitamin C, vitamin E, amino acids, herbal medicines, anti-inflammatory agents, bactericides, etc.), lubricants, ultraviolet absorbing agents, colorants, fragrances, or protein derivatives.

The cleansing agent of the present invention is used for cleaning, but is particularly suitable for use as a cleansing oil for cleaning cosmetics and other products applied to the skin.

The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Contents are expressed as mass % relative to the total mass unless otherwise specified.

[Examples 1 to 5 and Comparative Examples 1 to 3]
The compositions of each example were prepared according to the formulation shown in Table 1. These compositions were evaluated for keratinocyte dissolving ability, removability after washing, and usability according to the following criteria. The results are also shown in Table 1. Example 5 shows a case where the composition has a bicontinuous phase.

Keratolytic:
(1) An artificial keratin plug consisting of the following components was prepared.
Palmitic acid 3.6%
Stearic acid 18.9%
Oleic acid 11.7%
Phytosteryl/octyldodecyl lauroyl glutamate 19.8%
・Squalene 27.1%
・Macadamia nut oil 14.4%
Phytosterol 4.5%
(2) The prepared artificial keratin plug was dyed red and applied onto a white smear using a doctor blade.
(3) 30 g of each composition was placed in a 50 ml screw tube, and the coated supple cut into a size of 2 cm x 2 cm was placed in the composition.
(4) The screw tube was vibrated for 1.5 minutes using a vortex mixer, and the solubility of the keratin plugs was evaluated visually.
A: The keratin plug was completely dissolved. B: A small amount of the keratin plug remained undissolved. C: The keratin plug was almost completely dissolved. D: The keratin plug was slightly dissolved. E: The keratin plug was almost not dissolved.

Removability after cleaning:
The composition of each example was dropped onto a black resin plate, and then running water was poured over it to evaluate the removability after washing (speed of washing off) with Comparative Example 1 as the standard.
A: Significantly faster than Comparative Example 1 B: Slightly faster than Comparative Example 1 C: Equivalent to Comparative Example 1

Usage:
Each composition was used to wash the face, and the feel after use was evaluated based on the feel to the touch.
A: Remarkably more refreshing than Comparative Example 1 B: Slightly more refreshing than Comparative Example 1 C: Equivalent to Comparative Example 1

Claims (11)

(A) an ester of an alkylene glycol or a polyalkylene glycol with pivalic acid,
A cleansing agent comprising: (B) an oil; and (C) an ester of a polyol having a trihydric or higher alcohol skeleton and a carboxylic acid. The component (A) is represented by the following formula (1):
(Wherein,
AO is propyleneoxy or butyleneoxy;
n is a number from 1 to 20.
The cleansing agent according to claim 1, wherein The cleaning agent according to claim 2, wherein AO is propyleneoxy. The cleansing agent according to claim 1 or 2, in which the content of component (A) based on the total mass of the cleansing agent is 0.5 to 30 mass%. The cleansing agent according to claim 1 or 2, in which component (B) forms an oil phase, and the oil phase is a continuous phase. The cleansing agent according to claim 1 or 2, in which the content of component (B) based on the total mass of the cleansing agent is 10 to 95 mass %. 　(D) The cleansing agent according to claim 1 or 2, further comprising water. The cleansing agent according to claim 7, in which the content of component (D) is 0 to 50 mass % based on the total mass of the cleansing agent. The cleansing agent according to claim 1 or 2, in which the HLB of component (C) is 14 or less. The cleaning agent according to claim 9, in which the content of component (C) is 5 to 35 mass % based on the total mass of the cleaning agent. A cleanser as described in 1 or 2 for removing dirt from pores.