O / W / O emulsion composition containing retinol

Abstract

To provide an O / W / O type emulsified composition comprising retinol.SOLUTION: The O / W / O type emulsified composition comprises retinol, water, an acrylic acid / alkyl methacrylate copolymer silicone oil, and batyl alcohol.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to an O / W / O emulsion composition containing retinol, a method for producing the same, and the like. [Background technology]

[0002] Retinol is a vitamin known to have anti-wrinkle and anti-skin effects, and is widely used in quasi-drugs.

[0003] However, retinol is a very unstable substance that is vulnerable to heat, light, oxygen, etc., and therefore there is a need for the development of a formulation that can stably incorporate retinol (Patent Document 1). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Publication No. 2020-100599 Summary of the Invention [Problem to be solved by the invention]

[0005] An object of the present disclosure is to provide a composition that can stably contain retinol. [Means for solving the problem]

[0006] The inventors discovered that an O / W / O emulsion composition containing retinol, acrylic acid / alkyl methacrylate copolymer, and batyl alcohol inhibits the loss of retinol over time, and have made further improvements.

[0007] The present disclosure encompasses, for example, the subject matter described in the following sections: Section 1. retinol, water, Acrylic acid / alkyl methacrylate copolymer Silicone oil, and An O / W / O type emulsion composition containing batyl alcohol. Section 2. Item 2. The composition according to item 1, wherein the alkyl group of the acrylic acid-alkyl methacrylate copolymer has 8 to 35 carbon atoms. Section 3. Item 3. The composition according to Item 1 or 2, which is a composition for external use. Section 4. An O / W emulsion composition containing retinol, water, and an acrylic acid / alkyl methacrylate copolymer, A method for producing an O / W / O type emulsion composition, comprising mixing a silicone oil and batyl alcohol. [Effects of the Invention]

[0008] An O / W / O emulsion composition that can stably contain retinol is provided. Also provided is a method for producing an O / W / O emulsion composition that can stably contain retinol. [Brief explanation of the drawings]

[0009] [Figure 1] The change in retinol content over time is shown. [Figure 2] The change in retinol content over time is shown. [Figure 3] The change in retinol content over time is shown. [Figure 4] The change in retinol content over time is shown. [Figure 5] The change in retinol content over time is shown. DETAILED DESCRIPTION OF THE INVENTION

[0010] Each embodiment included in the present disclosure will be described in further detail below. The O / W / O emulsion composition encompassed by the present disclosure contains retinol, water, an acrylic acid-alkyl methacrylate copolymer, silicone oil, and batyl alcohol. In this specification, this composition may be referred to as the "O / W / O emulsion composition of the present disclosure."

[0011] As used herein, the term "O / W / O emulsion composition" refers to an emulsion composition containing an internal oil phase (O 1 an aqueous phase (sometimes referred to as W herein), an outer oil phase (sometimes referred to as O 2 In the present specification, an O / W / O type emulsion composition refers to an emulsion composition comprising O 1 / W / O 2 The inner oil phase (O 1 ) is an oil phase dispersed in the aqueous phase, and the outer oil phase (O 2 ) is the oil phase that serves as the medium in which the aqueous phase disperses. 1 / W / O 2 The type emulsion composition is 1 The W / W emulsion composition is an oil phase (O 2 ) is an emulsion composition dispersed in the

[0012] Retinol is a compound of the present disclosure. 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ), water phase (W), outer oil phase (O 2 ) and the internal oil phase (O 1 In other words, the O 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ) preferably contains retinol.

[0013] O of the present disclosure 1 / W / O 2 The retinol content in the emulsion composition is not particularly limited and can be, for example, about 0.001 to 1% by mass. The upper or lower limit of this range can be, for example, about 0.01, 0.03, 0.05, 0.1, 0.15, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, or 0.9% by mass. More specifically, it can be, for example, about 0.01 to 0.2% by mass.

[0014] O of the present disclosure 1 / W / O2 In the emulsion composition, the aqueous phase (W) preferably contains water.

[0015] O of the present disclosure 1 / W / O 2 The water content in the emulsion composition is not particularly limited and can be set appropriately, for example, to about 5 to 60% by mass, or may be about 10 to 50% by mass.

[0016] Examples of acrylic acid / alkyl methacrylate copolymers include those in which the alkyl group has 8 to 35 carbon atoms. More preferred examples include acrylic acid / alkyl methacrylate copolymers in which the alkyl group has 10 to 30 carbon atoms (e.g., acrylates / alkyl acrylate (C10-30)) crosspolymers).

[0017] The acrylic acid-alkyl methacrylate copolymer is 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ), water phase (W), outer oil phase (O 2 ) may be contained in either of the aqueous phases (W), and it is preferable that it is contained in the aqueous phase (W).

[0018] O of the present disclosure 1 / W / O 2 The content of the acrylic acid-alkyl methacrylate copolymer in the emulsion composition is not particularly limited and can be, for example, about 0.001 to 0.3% by mass. The upper or lower limit of this range can be, for example, 0.005, 0.01, 0.05, 0.1, 0.15, 0.16, 0.17, 0.18, 0.19, 0.2, 0.21, 0.22, 0.23, 0.24, or 0.25% by mass. More specifically, it can be, for example, 0.05 to 0.17% by mass.

[0019] Examples of silicone oils include silicone oils that are liquid or gel at 25° C. Examples include methylpolysiloxane, methylphenylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, carboxy-modified silicone oil, polyether-modified silicone oil, amino-modified silicone oil, epoxy-modified silicone oil, fluorine-modified silicone oil, alcohol-modified silicone oil, alkyl-modified silicone oil, and ammonium salt-modified silicone oil. These may be used alone or in combination of two or more. More specifically, Methylpolysiloxane; Decamethylcyclopentasiloxane, crosslinked silicone powder, methylpolysiloxane mixture; Poly(oxyethylene·oxypropylene) butylene·methylpolysiloxane copolymer; Poly(oxyethylene·oxypropylene)methylpolysiloxane copolymer, decamethylcyclopentasiloxane mixture; etc. can be used.

[0020] Silicone oil is a component of the present disclosure. 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ), water phase (W), outer oil phase (O 2 ) and the outer oil phase (O 2 ) is preferably contained.

[0021] O of the present disclosure 1 / W / O 2 The content of silicone oil in the emulsion composition is not particularly limited and can be set appropriately, for example, about 30 to 75% by mass, or may be about 35 to 70% by mass.

[0022] Batyl alcohol is a compound of the present disclosure. 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ), water phase (W), outer oil phase (O 2) and the outer oil phase (O 2 ) is preferably contained.

[0023] O of the present disclosure 1 / W / O 2 The content of batyl alcohol in the emulsion composition is not particularly limited and can be, for example, about 0.5 to 5% by mass. The upper or lower limit of this range can be, for example, 0.7, 1, 1.5, 2, 2.5, or 3% by mass. More specifically, it can be, for example, 0.7 to 2.0% by mass.

[0024] O of the present disclosure 1 / W / O 2 The emulsion composition may contain other ingredients in addition to the above-mentioned components. Examples of other ingredients include aqueous solvents such as ethanol and glycerin; oils such as ester oils such as camellia oil, neopentyl glycol diethylhexanoate, tribehenate, glyceryl tricaprylate, glyceryl tri-2-ethylhexanoate, and glyceryl tri(caprylate-caprate); chelating agents such as disodium edetate; preservatives such as phenoxyethanol; antioxidants such as α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sodium metabisulfite, and BHT (dibutylhydroxytoluene); extender pigments such as talc; moisturizers such as collagen; emollients; surfactants such as polyoxyethylene hydrogenated castor oil; emulsifiers; disinfectants; fragrances; pigments; pH adjusters; UV absorbers; UV scattering agents; physiologically active substances; and medicinal ingredients. These may be used alone or in combination. These are the O 1 / W / O 2 In the emulsion composition, the internal oil phase (O 1 ), water phase (W), outer oil phase (O 2 ) may be contained in either of the above. For example, the internal oil phase (O 1) may contain oils such as ester oils such as camellia oil, neopentyl glycol diethylhexanoate, tribehenate, glyceryl tricaprylate, glyceryl tri-2-ethylhexanoate, and caprylic / capric triglyceride; antioxidants such as α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sodium metabisulfite, and BHT (dibutylhydroxytoluene); and surfactants such as polyoxyethylene hydrogenated castor oil.

[0025] In one preferred embodiment, for example, retinol is present in the internal oil phase (O 1 ), water and acrylic acid-alkyl methacrylate copolymer constitute the water phase (W), silicone oil and batyl alcohol constitute the outer oil phase (O 2 ) 1 / W / O 2 emulsion compositions. O of the present disclosure 1 / W / O 2 In the emulsion composition, the content of the aqueous phase (W) relative to 0.01 parts by mass of retinol is not particularly limited and can be set appropriately, for example, it can be about 1 to 12 parts by mass, or it can be about 2 to 10 parts by mass. O of the present disclosure 1 / W / O 2 In the emulsion composition, the ratio of the external oil phase (O) to the retinol content of 0.01 parts by mass 2 The content of ) is not particularly limited and can be set appropriately. For example, it can be about 10 to 18 parts by mass, or may be about 12 to 16 parts by mass.

[0026] O of the present disclosure 1 / W / O 2 The emulsion composition of the present disclosure can be suitably used as a composition for external use. 1 / W / O 2 The emulsion composition can be suitably used as a composition for external application to the skin.

[0027] The present disclosure relates to an O-type cosmetic product containing retinol, water, acrylic acid / alkyl methacrylate copolymer, silicone, and batyl alcohol oil.1 / W / O 2 The present invention also includes a method for producing an emulsion composition.

[0028] O 1 / W / O 2 The emulsion composition contains retinol, water, and an acrylic acid / alkyl methacrylate copolymer. 1 The W / W emulsion composition was prepared by mixing silicone oil and batyl alcohol (O 2 ) can be prepared by mixing with

[0029] O 1 The method for producing the W / W emulsion composition is not particularly limited, and methods and reaction conditions known and commonly used in the art can be used. For example, 1 ) or the components constituting the aqueous phase (W) (e.g., retinol, water, and acrylic acid / alkyl methacrylate copolymer, etc.) are mixed together as needed using, for example, a homogenizer, a high-pressure homogenizer, a high-speed mixer, an ultrasonic emulsifier, etc., to form an O 1 A water-in-water emulsion composition can be prepared. 1 A W / W emulsion composition and an outer oil phase (O) heated to about 50 to 90°C as required 2 ) and the components (e.g., silicone oil and batyl alcohol) constituting the composition, for example, by stirring at room temperature, 1 / W / O 2 A type emulsion composition can be prepared.

[0030] In this specification, the term "comprising" includes "consisting essentially of" and "consisting of." Furthermore, the present disclosure encompasses all arbitrary combinations of the constituent elements described in this specification.

[0031] Furthermore, the various characteristics (properties, structures, functions, etc.) described in each embodiment of the present disclosure above may be combined in any way to specify the subject matter encompassed by the present disclosure, i.e., the present disclosure encompasses all subject matter consisting of any combination of the combinable characteristics described herein. [Example]

[0032] The contents of the present disclosure will be specifically explained using the following examples and reference examples. However, the present disclosure is not limited to these examples. In the following, unless otherwise specified, experiments were performed under atmospheric pressure and room temperature conditions. Furthermore, unless otherwise specified, "%" means "% by mass." Furthermore, the blending amount of each component listed in each table is also expressed in "% by mass" unless otherwise specified.

[0033] An emulsion composition was prepared according to the formulation shown in Table 1 below. More specifically, the components A to C in Table 1 were mixed at 4000 rpm for 10 minutes, and then the components D, E, and F, which had been previously emulsified by stirring at 3000 rpm for 5 minutes, were gradually added while stirring at 3000 rpm, and the mixture was further stirred at 3000 rpm for 10 minutes to obtain a composition. In Examples 1 and 2, the component F was added and mixed after the components D and E had been mixed. By pre-emulsifying the ingredients shown in D, E, and F, retinol is released into the skin. 1 phase, other components are included in the W phase 1 A water-in-water emulsion composition was prepared, and the O 1 The W / W type emulsion composition was 2 By mixing with the components A to C that make up the phase, 1 / W / O 2 An emulsion composition of the type was prepared.

[0034] [Table 1] TIFF0007738993000002.tif34170

[0035] An emulsion composition was prepared according to the formulation shown in Table 2. More specifically, the components A to E in Table 2 were mixed, and then the component F, which had been uniformly dissolved in advance, was added, followed by stirring at 3000 rpm for 3 minutes to obtain a composition. The composition of Reference Example 1 is a W / O type emulsion composition in which the components indicated as A to E constitute the O phase and the component indicated as F constitutes the W phase.

[0036] [Table 2]

[0037] An emulsion composition was prepared according to the formulation shown in Table 3. More specifically, the components A to E in Table 3 were mixed, and then the components F and G, which had been uniformly dissolved in advance, were added and the mixture was stirred at 2500 rpm for 5 minutes to obtain a composition. The composition of Reference Example 2 is a W / O type emulsion composition in which the components indicated as A to E constitute the O phase, and the components indicated as F and G constitute the W phase.

[0038] [Table 3]

[0039] The compositions of Examples 1 to 4 and Reference Example 1 were allowed to stand at -5°C, 25°C, and 40°C, and the retinol content was measured under the following conditions. The percentages (%) of the measured values ​​relative to the blended amount of 100 are shown in Figure 1 (Example 1), Figure 2 (Example 2), Figure 3 (Example 3), Figure 4 (Example 4), and Figure 5 (Reference Example 1). Retinol quantification conditions Detector: UV absorption photometer (Measurement wavelength: 325nm) Column: A stainless steel tube having an inner diameter of 4.6 mm and a length of 15 cm is packed with 5 μm octadecylsilanized silica gel for liquid chromatography. Column temperature: constant temperature around 40°C Mobile phase: methanol / water mixture (9:1)

[0040] As shown in FIGS. 1 to 5, it was found that the compositions of Examples 1 to 4 were able to inhibit the decrease of retinol over time compared to the composition of Reference Example 1. Furthermore, when the same test was carried out on the composition of Reference Example 2, it was confirmed that the retinol content decreased over time to a degree equal to or greater than that of the composition of Reference Example 1.

Claims

1. An O / W / O type emulsion composition, retinol, δ tocopherol, water, acrylic acid / alkyl methacrylate copolymer, Silicone oil, and It contains batyl alcohol, and the content of the aqueous phase is 1 to 12 parts by mass relative to the content of retinol of 0.01 parts by mass, The content of the external oil phase is 10 to 18 parts by mass relative to the content of retinol of 0.01 parts by mass. O / W / O type emulsion composition.

2. 2. The composition according to claim 1, wherein the alkyl group of the acrylic acid / alkyl methacrylate copolymer has 8 to 35 carbon atoms.

3. The composition according to claim 1 or 2, which is a topical composition.

4. A method for producing the O / W / O emulsion composition according to any one of claims 1 to 3, comprising mixing an O / W emulsion composition containing retinol, δ-tocopherol, water, and an acrylic acid / alkyl methacrylate copolymer with silicone oil and batyl alcohol.

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