Composition suitable for cosmetic treatment of keratin substance
Patent Information
- Application Number
- JP2022111770
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2022-07-12
- Publication Date
- 2025-07-23
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Existing cosmetic compositions struggle to achieve uniform dispersion of hydrophobic pigments and effective penetration of skin care actives into keratinous materials like skin and lips, due to the barrier effect of the stratum corneum, and the challenge of maintaining a balance between water content and pigment dispersion.
A composition comprising hydrophobic pigments, skin care actives, a polyol, and a water-soluble acid, with limited water and acid content, is delivered using a microneedle sheet with microneedles to penetrate through the stratum corneum, ensuring uniform dispersion and long-lasting cosmetic effects.
The composition achieves uniform coloring and enhanced skin care effects, such as improved whitening, by effectively delivering hydrophobic pigments and skin care actives into the skin without precipitation, providing long-lasting results.
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Abstract
Description
[Technical field]
[0001] The present invention relates to compositions suitable for the cosmetic treatment of keratinous materials such as the skin and lips, preferably using a device such as a microneedle sheet comprising a plurality of microneedles for delivering the composition into the keratinous material. [Background technology]
[0002] For cosmetic purposes, the surface of the skin or lips is often colored or dyed. For example, makeup cosmetics such as foundation and lipstick are widely used to color or dye the skin, especially the skin of the face and lips. The coloring or dyeing by makeup cosmetics is temporary and can be easily removed from the skin, for example, using a cleansing product. Therefore, users of makeup cosmetics need to color the skin and / or lips on a daily basis.
[0003] One of the possible options for achieving a long-lasting color effect for the skin or lips is to deliver the colorant to the interior of the skin or lips.
[0004] However, topical application of a formulation containing a coloring agent cannot provide sufficient penetration of the coloring agent into the skin or lips.The thin layer of the stratum corneum of the skin or lips is the main barrier for substances that penetrate into the skin or lips.Therefore, the most important point for delivering a coloring agent inside the skin or lips is to pass through the stratum corneum.
[0005] For deep delivery of coloring material into the skin, the use of single-needle devices, known as tattoo devices, is well known. US Patent No. B-9393395 is an example of such a device. These devices are used with care by professionals known as tattoo artists, because of the single-needle transducer or vibrations with high frequency, as well as skill and time required to create the correct pattern of a tattoo using a single needle.
[0006] WO2021 / 125067 discloses the use of a microneedle array to deliver a coloring agent into the surface layer of the skin for long-lasting coloring of the skin. A water-soluble dye is used as the coloring agent. Therefore, in WO2021 / 125067, a composition containing a water-soluble dye is used in combination with a microneedle array.
[0007] Meanwhile, skin care active agents are often also applied on the surface of skin.In order to ensure the cosmetic effect on skin, it is preferable that skin care active agents penetrate into skin.However, due to the barrier effect of the stratum corneum of skin, it is difficult for skin care active agents to penetrate into skin.
[0008] WO2019 / 230990 discloses the use of a microneedle array having microneedles containing C-glycosides that can function as skin care active agents to enhance skin penetration of the C-glycosides. [Prior art documents] [Patent documents]
[0009] [Patent Document 1] US Patent No. B-9393395 [Patent Document 2] WO2021 / 125067 [Patent Document 3] WO2019 / 230990 [Patent Document 4] French Patent No. 2679771 [Patent Document 5] US Patent No. B-4578266 [Patent Document 6] JP H07-196946 [Patent Document 7] U.S. Patent No. 5,725,882 [Patent Document 8] U.S. Patent No. 5,209,924 [Patent Document 9] U.S. Patent No. 4,972,037
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Non-licensed literature
[0010] [Non-licensed document 1] Meylan and Howard: Atom / Fragment contribution method for estimating octanol-water partition coefficients, J. Pharm. Sci., 84: pages 83~92, 1995
Non-licensed Document 2
[0011] For cosmetic purposes, it is important that the coloring agent that penetrates into keratinous materials such as skin is uniformly dispersed in the keratinous materials. For example, when a hydrophobic pigment is used as the coloring agent, it is preferable that the hydrophobic pigment is uniformly dispersed in the keratinous materials. Therefore, in this case, it is preferable to use a composition that contains the hydrophobic pigment uniformly.
[0012] On the other hand, it is possible to envisage using compositions that contain not only colouring agents such as hydrophobic pigments but also skin care active agents in order to have a hybrid colour and skin care cosmetic effect.
[0013] When a skin care active is included in the composition, it is preferred that the composition includes water to dissolve the skin care active, since without water the skin care active may not be sufficiently soluble in the composition and may precipitate, for example as crystals.
[0014] However, when a skin care active is included in the same composition along with a hydrophobic pigment, it is difficult to increase the amount of water in the composition because a higher amount of water can negatively affect the uniform dispersion of the hydrophobic pigment in the composition.
[0015] One object of the present invention is to provide a composition suitable for the cosmetic treatment of keratinous materials such as the skin and lips, preferably using a device such as a microneedle sheet equipped with a plurality of microneedles, which may comprise at least one hydrophobic pigment with its uniform dispersion and at least one skin care active agent without its precipitation. [Means for solving the problem]
[0016] The above objectives are: (a) at least one skin care active; (b) at least one water-soluble acid; (c) at least one hydrophobic pigment; (d) at least one polyol; (e) Water and A composition, preferably a cosmetic composition, more preferably a dermocosmetic composition, comprising: (b) the amount of water-soluble acid is less than 5% by weight based on the total weight of the composition; and (e) the amount of water is less than 15% by weight, based on the total weight of the composition; This can be achieved by the composition.
[0017] The skin care actives may be water soluble and are preferably selected from anti-wrinkle agents, whitening agents, and mixtures thereof, more preferably selected from niacinamide, tranexamic acid, and mixtures thereof.
[0018] The amount of (a) skin care active in the composition according to the present invention may be from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, more preferably from 1% to 10% by weight, relative to the total weight of the composition.
[0019] (b) The water-soluble acid may be selected from organic acids, preferably hydroxy acids, more preferably lactic acid, citric acid, tartaric acid, and mixtures thereof.
[0020] The amount of the (b) water-soluble acid in the composition according to the present invention may be from 0.01% by mass to less than 5% by mass, preferably from 0.05% by mass to 4% by mass, and more preferably from 0.1% by mass to 3% by mass, relative to the total mass of the composition.
[0021] (c) The hydrophobic pigment may have at least one hydrophobic coating; preferably, it is selected from iron oxide, titanium dioxide, and mixtures thereof, having at least one hydrophobic coating, and more preferably, it is selected from mono-alkyl tri-acyl titanate treated iron oxide, titanium dioxide, and mixtures thereof.
[0022] The amount of the hydrophobic pigment (c) in the composition according to the present invention may be 1% by mass to 50% by mass, preferably 5% by mass to 45% by mass, and more preferably 10% by mass to 40% by mass, based on the total mass of the composition.
[0023] (d) The polyol may be selected from diols, preferably alkylene glycols, more preferably propylene glycol, dipropylene glycol, and mixtures thereof.
[0024] The amount of the (d) polyol in the composition according to the present invention may be 10% by mass to 60% by mass, preferably 20% by mass to 55% by mass, and more preferably 30% by mass to 50% by mass, based on the total mass of the composition.
[0025] The amount of (e) water in the composition according to the present invention may be from 1% by mass to less than 15% by mass, preferably from 3% by mass to 12% by mass, and more preferably from 5% by mass to 10% by mass, based on the total mass of the composition.
[0026] The composition according to the present invention may further comprise (f) at least one oil, which is preferably chosen from polar oils, more preferably chosen from ester oils.
[0027] The present invention also relates to a cosmetic method for keratinous materials such as the skin and lips, comprising the steps of: applying a composition according to the invention onto keratinous materials; applying at least one device onto the keratinous material to deliver the composition into a surface layer of the keratinous material; Including, It also relates to beauty methods.
[0028] The device used for the cosmetic method according to the present invention may be or may comprise a substrate sheet and a microneedle sheet having a plurality of microneedles on the substrate sheet, so that the microneedles can penetrate into the keratinous material and thereby deliver the composition into the surface layer of the keratinous material.
[0029] The present invention also provides a kit for keratinous materials such as the skin and lips, comprising: A composition according to the present invention, at least one device for delivering the composition into a surface layer of a keratinous material; The present invention also relates to a kit comprising:
[0030] The device in the kit according to the present invention may be or may comprise a microneedle sheet comprising a base sheet and a plurality of microneedles on the base sheet, such that the microneedles can penetrate into the keratinous material, thereby delivering the composition into the surface layer of the keratinous material.
[0031] The present invention also relates to the use of the composition according to the invention in combination with at least one device for delivering the composition into the surface layers of keratinous materials, such as the skin and lips, for providing a uniform coloring and skin care effect to keratinous materials. [Brief description of the drawings]
[0032] [Figure 1] FIG. 1 shows a schematic diagram of a device preferably used for the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0033] After extensive investigation, the inventors have discovered that it is possible to provide a composition suitable for cosmetic treatment of keratinous materials such as the skin and lips, preferably using a device such as a microneedle sheet having a plurality of microneedles, which can comprise at least one hydrophobic pigment with a uniform dispersion thereof and at least one skin care active agent without precipitation thereof.
[0034] Thus, a composition according to the present invention may homogeneously comprise at least one hydrophobic pigment and at least one skin care active agent.
[0035] A uniform dispersion of the hydrophobic pigment in the composition according to the invention can result in a uniform coloring effect. By "uniform" dispersion of the hydrophobic pigment is meant herein that the hydrophobic pigment does not aggregate to form aggregates.
[0036] The compositions according to the invention can be used in combination with a device for delivering the composition into the surface layers of keratinous materials to provide a long-lasting coloring effect.
[0037] The composition according to the present invention can also provide a uniform skin care effect because the skin care actives can be dissolved in the composition without any precipitation, which reflects the uniform distribution of the skin care actives in the composition.
[0038] Therefore, the present invention can provide uniform coloring and skin care benefits to keratinous materials such as the skin and lips.
[0039] The present invention can also provide long-lasting coloring benefits and / or enhanced skin care benefits, such as improved whitening benefits, on keratinous materials such as the skin and lips.
[0040] One aspect of the present invention is (a) at least one skin care active; (b) at least one water-soluble acid; (c) at least one hydrophobic pigment; (d) at least one polyol; (e) Water and A composition, preferably a cosmetic composition, more preferably a dermocosmetic composition, comprising: (b) the amount of water-soluble acid is less than 5% by weight based on the total weight of the composition; and (e) the amount of water is less than 15% by weight, based on the total weight of the composition; It is a composition.
[0041] Another aspect of the invention is a cosmetic method for keratinous materials such as the skin and lips, comprising the steps of: applying a composition according to the invention onto keratinous materials; applying at least one device onto the keratinous material to deliver the composition into a surface layer of the keratinous material; It is a beauty method including:
[0042] Another aspect of the invention is a kit for keratinous materials such as the skin and lips, comprising: A composition according to the present invention, at least one device for delivering the composition into a surface layer of a keratinous material; A kit comprising:
[0043] Another aspect of the invention is the use of the composition according to the invention in combination with at least one device for delivering the composition into the surface layers of keratinous materials, such as the skin and lips, to provide a uniform coloring and skin care effect on keratinous materials.
[0044] According to some aspects of the present invention, the composition according to the present invention is used in combination with a device such as a microneedle sheet having a plurality of microneedles for delivering the composition into the keratinous material. The device can deliver the composition according to the present invention into the surface layer of the keratinous material.
[0045] In a preferred embodiment, the microneedles of the microneedle sheet can puncture the surface of keratinous materials such as skin and lips to create fine holes or pathways through which the composition according to the present invention, which comprises at least one skin care active agent and at least one hydrophobic pigment, can pass into the skin or lips.Therefore, the skin care active agent and the hydrophobic pigment can penetrate into the skin or lips through the fine holes or pathways so that they can pass through the stratum corneum and / or they can reach the bottom of the stratum corneum.Furthermore, the skin care active agent and the hydrophobic pigment can pass through the stratum corneum and reach any one of the lower layers of the epidermis, such as the granular layer, the spinous layer and the basal layer.
[0046] Hydrophobic pigments can remain in keratinous materials such as the skin and lips for extended periods of time, which can result in long-lasting coloring effects.
[0047] On the other hand, the skin care active can provide enhanced skin care benefits, such as improved whitening benefits, because it can reach directly into the skin without the barrier of the stratum corneum.
[0048] Since microneedles do not cause any pain, the cosmetic method and kit according to the present invention can provide cosmetic treatments without pain.
[0049] In addition, the cosmetic method according to the present invention can be performed in a relatively short period of time.
[0050] The present invention is therefore advantageous for cosmetic or non-therapeutic treatments, for example, the present invention can be used as a non-invasive method of concealing skin imperfections such as dark spots and pores over an extended period of time, such as days to weeks.
[0051] Hereinafter, the composition, cosmetic method, kit, etc. according to the present invention will be described in detail.
[0052] [Composition] The composition according to the invention comprises (a) at least one skin care active; (b) at least one water-soluble acid; (c) at least one hydrophobic pigment; (d) at least one polyol; (e) Water and Including, (b) the amount of water-soluble acid is less than 5% by weight based on the total weight of the composition; and (e) The amount of water is less than 15% by weight, based on the total weight of the composition.
[0053] The composition can be used as a pre-treatment composition for keratinous materials to deliver the composition into a surface layer of the keratinous material, for example below the stratum corneum of the skin, prior to application of a device such as a microneedle device onto the keratinous material.
[0054] Thus, a first aspect of the invention may be a composition for use in cosmetic treatment, in which a device is used to deliver the composition into a superficial layer of a keratinous material, for example by applying the device onto the superficial layer of the keratinous material.
[0055] It is preferred that the composition to be used for the cosmetic method according to the present invention is in the form of a liquid at atmospheric pressure (760 mmHg) and room temperature (e.g. 25°C), which has a viscosity of less than 1000 cP, preferably less than 500 cP, more preferably less than 200 cP.
[0056] (Skin care active agent) The composition according to the invention comprises (a) at least one skin care active agent. A single type of (a) skin care active agent may be used, but two or more different types of (a) skin care active agents may also be used in combination.
[0057] It is preferred that the (a) skin care active has a log P value in the range of -4.5 to 4.5, preferably -4.0 to 4.0, more preferably -3.5 to 3.5. It may be preferred that the (a) skin care active has a log P value of -1.0 to 1.0, more preferably -0.5 to 0.5.
[0058] The log P value is the base 10 logarithm of the apparent partition coefficient of octan-1-ol / water. The log P value is known and determined by standard tests that determine the concentration of the compound under consideration in octan-1-ol and water. The log P can be calculated according to the method described in the article by Meylan and Howard: Atom / Fragment contribution method for estimating octanol-water partition coefficients, J. Pharm. Sci., 84: 83-92, 1995. This value may be calculated using a number of commercially available software packages that determine the log P as a function of the structure of the molecule. As an example, the Epiwin software from the United States Environmental Protection Agency can be mentioned.
[0059] This value can be calculated using, inter alia, ACD (Advanced Chemistry Development) Solaris software V4.67; this value can also be obtained from Exploring QSAR: hydrophobic, electronic and steric constants (ACS professional reference book, 1995). There are also Internet sites that provide approximate values (address: http: / / esc.syrres.com / interkow / kowdemo.htm).
[0060] The (a) skin care actives may be in the form of salts. Salts of the (a) skin care actives include the conventional non-toxic salts of such compounds formed, for example, from acids or bases.
[0061] It is preferred that the (a) skin care active is water soluble, more preferably having a water solubility of at least 0.1 g / ml, specifically at least 0.5 g / ml, at pH 7 and below 25°C.
[0062] It is preferred that the (a) skin care active agent is selected from anti-aging agents, such as anti-wrinkle agents; depigmenting agents, such as whitening agents; and mixtures thereof.
[0063] (a) Skin care actives can include vitamin B3 and derivatives.
[0064] Vitamin B3, also known as vitamin PP, has the following formula:
[0065] [ka]
[0066] where R can be -CONH2 (niacinamide), -COOH (nicotinic acid or niacin), or CH2OH (nicotinyl alcohol), -CO-NH-CH2-COOH (nicotinuric acid) or -CO-NH-OH (nicotinyl hydroxamic acid). Niacinamide is preferred.
[0067] Vitamin B3 derivatives that may be mentioned include, for example, nicotinic acid esters such as tocopherol nicotinate, amides derived from niacinamide by replacement of the hydrogen group of -CONH2, products from the reaction of carboxylic acids with amino acids, esters of nicotinyl alcohol with carboxylic acids such as acetic acid, salicylic acid, glycolic acid or palmitic acid.
[0068] Mention may also be made of derivatives of the following: 2-chloronicotinamide, 6-methylnicotinamide, 6-aminonicotinamide, N-methylnicotinamide, N,N-dimethylnicotinamide, N-(hydroxymethyl)nicotinamide, quinolinic acid imide, nicotinanilide, N-benzylnicotinamide, N-ethylnicotinamide, nifenazone, nicotinaldehyde, isonicotinic acid, methylisonicotinic acid, thionicotinamide, nialamide, 2-mercaptonicotinic acid, nicomol and niaprazine, methyl nicotinate and sodium nicotinate.
[0069] Other vitamin B3 derivatives that may also be mentioned include inorganic salts, such as the chlorides, bromides, iodides or carbonates, and organic salts, such as the salts obtained by reaction with carboxylic acids, for example acetates, salicylates, glycolates, lactates, malates, citrates, mandelates, tartrates, etc.
[0070] (a) Skin care actives can also include tranexamic acid and its derivatives.
[0071] Examples of derivatives of tranexamic acid include tranexamic acid dimers [e.g., trans-4-(trans-aminomethylcyclohexanecarbonyl)aminomethylcyclohexanecarboxylic acid hydrochloride], esters of tranexamic acid and hydroquinone (e.g., 4'-hydroxyphenyl trans-4-aminomethylcyclohexanecarboxylate), esters of tranexamic acid and gentisic acid [e.g., 2-(trans-4-aminomethylcyclohexanecarbonyloxy)-5-hydroxybenzoic acid and its salts], tranexamic acid amides [e.g., trans-4-aminomethylcyclohexanecarboxylic acid methylamide and its salts, trans-4-(p-methoxybenzoyl)aminomethylcyclohexanecarboxylic acid and its salts, and trans-4-guanidinomethylcyclohexanecarboxylic acid and its salts].
[0072] It is preferred that the (a) skin care active agent is water soluble, more preferably selected from anti-wrinkle agents, whitening agents, and mixtures thereof, even more preferably selected from niacinamide, tranexamic acid, and mixtures thereof.
[0073] The amount of (a) the skin care active in the composition according to the present invention may be 0.01% by weight or more, preferably 0.1% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
[0074] On the other hand, the amount of (a) the skin care active in the composition according to the present invention may be not more than 20% by weight, preferably not more than 15% by weight, more preferably not more than 10% by weight, relative to the total weight of the composition.
[0075] The amount of (a) skin care active in the composition according to the present invention may range from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, more preferably from 1% to 10% by weight, relative to the total weight of the composition.
[0076] (water soluble acid) The composition according to the present invention comprises at least one water-soluble acid (b). A single type of water-soluble acid (b) may be used, or two or more different types of water-soluble acids (b) may be used in combination.
[0077] (b) The water-soluble acid has a solubility in water at pH 7 and below 25° C. of 10 g / 100 ml or more, preferably 20 g / 100 ml or more, and more preferably 30 g / 100 ml or more.
[0078] (b) The water-soluble acid may be an organic acid or an inorganic acid.
[0079] The organic acid may be selected from carboxylic acids, acidic amino acids, hydroxy acids, and mixtures thereof.
[0080] The carboxylic acid may be selected from monocarboxylic acids, dicarboxylic acids, and mixtures thereof.
[0081] The monocarboxylic acid may be selected from formic acid, acetic acid, propionic acid, and mixtures thereof.
[0082] The dicarboxylic acid may be selected from the group consisting of oxalic acid, malonic acid, succinic acid, glutaric acid, and mixtures thereof.
[0083] The acidic amino acid may be selected from the group consisting of glutamic acid, aspartic acid, and mixtures thereof.
[0084] The hydroxy acid may be selected from the group consisting of glycolic acid, malic acid, tartaric acid, citric acid, lactic acid, hydroxybutyric acid, gluconic acid, and mixtures thereof.
[0085] The inorganic acid may be hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, and mixtures thereof.
[0086] (b) The water-soluble acid need not be a fatty acid containing eight or more carbon atoms.
[0087] It is preferred that the (b) water soluble acid is selected from organic acids, more preferably hydroxy acids, even more preferably lactic acid, citric acid, tartaric acid, and mixtures thereof.
[0088] The amount of (b) the water-soluble acid in the composition according to the present invention is less than 5% by weight, relative to the total weight of the composition.
[0089] The amount of the (b) water-soluble acid in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, and more preferably 0.1% by mass or more, based on the total mass of the composition.
[0090] On the other hand, the amount of (b) the water-soluble acid in the composition according to the present invention may be less than 5% by mass and not more than 4% by mass, preferably not more than 3% by mass, based on the total mass of the composition.
[0091] The amount of the (b) water-soluble acid in the composition according to the present invention may be in the range of 0.01% by mass to less than 5% by mass, preferably 0.05% by mass to 4% by mass, and more preferably 0.1% by mass to 3% by mass, relative to the total mass of the composition.
[0092] (Hydrophobic pigment) The composition according to the invention comprises (c) at least one hydrophobic pigment. A single hydrophobic pigment or a combination of several different hydrophobic pigments can be used.
[0093] For the purposes of the present invention, the term "pigments" should be understood to mean white or colored inorganic or organic particles of any shape, which are insoluble in a physiologically acceptable medium and are intended to color keratinous materials such as the skin and lips.
[0094] (c) The size of the hydrophobic pigment is preferably greater than 100 nm. For the purposes of the present invention, the "size" of the particles means the average volume diameter. The average volume diameter may be evaluated, for example, by light diffraction using a laser particle size analyzer, for example a Malvern Mastersizer, where the particles to be evaluated are dispersed in a liquid medium, for example in octyldodecyl neopentanoate. According to one embodiment of the present invention, the size of the hydrophobic pigment may range from 100 nm to 25 μm, preferably from 200 nm to 10 μm.
[0095] (c) It is preferred that the hydrophobic pigment is selected from hydrophobically coated pigments. The term "hydrophobically coated pigment" means any pigment coated with at least one oleophilic or hydrophobic compound. The term "oleophilic compound" means any compound that is soluble or dispersible in oil. The term "hydrophobic compound" means any compound that is insoluble in water.
[0096] According to a particular embodiment of the invention, the pigments to be coated with at least one oleophilic or hydrophobic compound are chosen from inorganic and organic pigments.
[0097] The term "inorganic pigment" is intended to mean any pigment that meets the definition in the chapter on inorganic pigments of Ullmann's Encyclopedia. Among the inorganic pigments, mention may be made of metal oxides such as titanium dioxide, zirconium oxide, cerium oxide, zinc oxide, iron oxide (black, yellow or red) or chromium oxide, manganese violet, ultramarine blue, chromium hydrate and ferric blue, as well as metal powders, such as aluminum powder and copper powder. These inorganic pigments may be chosen in particular from metal oxides.
[0098] According to a preferred embodiment of the present invention, the inorganic pigment, in particular the metal oxide, present in the composition used for the cosmetic method according to the present invention is selected from titanium dioxide, zinc oxide and iron oxide. It may be preferred that the titanium oxide as the inorganic pigment has a particle size of 0.1 μm or more, more preferably 0.2 μm or more, even more preferably 0.3 μm or more.
[0099] The term "organic pigment" is intended to mean any pigment that meets the definition in the chapter on organic pigments of Ullmann's Encyclopedia. The organic pigments may be chosen in particular from nitroso, nitro, azo, xanthene, quinoline, anthraquinone and phthalocyanine compounds, compounds of the metal complex type, as well as isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
[0100] Organic pigments are, for example, carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, sorghum red, blue pigments which are codified in the Colour Index under the references CI 42090, 69800, 69825, 73000, 74100 and 74160, yellow pigments which are codified in the Colour Index under the references CI 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000 and 47005, green pigments which are codified in the Colour Index under the references CI 61565, 61570 and 74260, The pigments may be selected from the orange pigments codified in the Colour Index under the references CI 12085, CI 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915 and 75470, as well as pigments obtained by oxidative polymerization of indole or phenol derivatives, as described in French Patent No. 2 679 771.
[0101] Pigment Coating The hydrophobic pigment may have at least one coating comprising at least one oleophilic or hydrophobic compound. The oleophilic or hydrophobic coating may be present on the outermost surface of the hydrophobic pigment.
[0102] For the purposes of the present invention, "coating" a pigment generally refers to a total or partial surface treatment of the pigment with a surface treatment agent that is absorbed, adsorbed or grafted onto said pigment. Thus, a hydrophobic pigment may be a surface-treated pigment.
[0103] The surface-treated pigments can be prepared by surface treatment techniques of a chemical, electronic, mechanochemical or mechanical nature, which are well known to those skilled in the art. Commercially available products can also be used as surface-treated pigments.
[0104] The surface treatment may be absorbed, adsorbed or grafted onto the pigment through solvent evaporation, chemical reaction and the creation of covalent bonds.
[0105] According to one variant, the surface treatment consists of a coating of pigments.
[0106] The hydrophobic pigment may also have at least one coating that includes at least one non-oleophilic or non-hydrophobic compound, such as at least one hydrophilic compound. For example, the non-oleophilic or non-hydrophobic compound may be selected from metal hydroxides, such as aluminum hydroxide, and metal chlorides, such as magnesium chloride. This non-oleophilic or non-hydrophobic coating may be between the pigment itself and the oleophilic or hydrophobic coating.
[0107] The coating may comprise 0.1% to 20% by weight, specifically 0.5% to 5% by weight, based on the total weight of the coated pigment.
[0108] Coating can be carried out by adsorbing a liquid surface treatment onto the surface of the solid pigment particles, for example by simply mixing the particles with said surface treatment under stirring, optionally with heating, before the particles are incorporated into the other components of the composition used for the present invention.
[0109] Coating can be carried out, for example, by chemically reacting a surface treatment with the surface of the solid pigment particle to create a covalent bond between the surface treatment and the particle, a method which is described inter alia in US Pat.
[0110] The chemical surface treatment may consist of diluting the surface treatment in a volatile solvent, dispersing the pigment in this mixture, and then slowly evaporating the volatile solvent so that the surface treatment is deposited on the surface of the pigment.
[0111] Lipophilic or hydrophobic compounds According to a particular embodiment of the present invention, the pigment may be coated with at least one lipophilic or hydrophobic compound selected from silicone surface treatments, fluoro surface treatments, fluorosilicone surface treatments, metal soaps, fatty acids, N-acylamino acids or their salts, lecithin and its derivatives, monoalkyltriacyltitanates, such as isopropyltriisostearyltitanate, isostearyl sebacate, natural vegetable or animal waxes, polar synthetic waxes, fatty esters, phospholipids, and mixtures thereof, as described below.
[0112] Silicone surface treatment agent According to one particular embodiment of the present invention, the pigment may be fully or partially surface treated with a silicone-based compound, i.e., a silicone-based surface treatment.
[0113] The silicone-based surface treatment agent may be selected from organopolysiloxanes, silane derivatives, silicone-acrylate (co)polymers, silicone resins, and mixtures thereof, as described below.
[0114] The term "organopolysiloxane" refers to compounds having a structure containing alternating silicon and oxygen atoms and containing organic groups bonded to the silicon atoms.
[0115] i) Organopolysiloxane It is preferred that the organopolysiloxane is selected from non-elastomeric organopolysiloxanes.
[0116] Non-elastomeric organopolysiloxanes that may especially be mentioned include polydimethylsiloxanes, polymethylhydrogenosiloxanes and polyalkoxydimethylsiloxanes.
[0117] An alkoxy group may be represented by an RO- group, where R represents a methyl, ethyl, propyl, butyl or octyl, a 2-phenylethyl, 2-phenylpropyl or 3,3,3-trifluoropropyl group, an aryl group such as phenyl, tolyl or xylyl, or a substituted aryl group such as phenylethyl.
[0118] One method of preparing a pigment surface treated with polymethylhydrogenosiloxane involves dispersing the pigment in an organic solvent and then adding the silicone compound, and heating the mixture to create a covalent bond between the silicone compound and the surface of the pigment.
[0119] According to one preferred embodiment of the invention, the silicone surface treatment agent may be a non-elastomeric organopolysiloxane, in particular selected from polydimethylsiloxanes.
[0120] According to one particular embodiment, triethoxysilylethyl polydimethylsiloxyethyl dimethicone can be used, for example the commercial product sold under the name KF9908® by Shin-Etsu Chemical Co., Ltd.
[0121] ii) Silane Derivatives The silane derivative is preferably selected from alkylsilanes and alkoxysilanes.
[0122] Silanes bearing alkoxy functional groups are described in particular in "A Silane Primer, Chemistry and Applications of Alkoxy Silanes" by Witucki, Journal of Coatings Technology, 65, 822, pp. 57-60, 1993.
[0123] Alkoxysilanes such as alkyltriethoxysilanes and alkyltrimethoxysilanes sold under the references Silquest A-137 (OSI Specialities) and Prosil 9202 (PCR) can be used to coat the pigment.
[0124] The use of alkylpolysiloxanes carrying reactive end groups, such as alkoxy, hydroxyl, halogen, amino or imino, is described in patent application JP H07-196946. They are also suitable for the treatment of pigments.
[0125] iii) Silicone-acrylate (co)polymers Grafted silicone-acrylic (co)polymers having a silicone backbone can be used, such as those described in U.S. Pat. Nos. 5,725,882, 5,209,924, 4,972,037, 4,981,903, 4,981,902 and 5,468,477, as well as those described in U.S. Pat. No. 5,219,560 and EP 0 388 582.
[0126] Other silicone-acrylate (co)polymers have in their structure the following formula (I):
[0127] [ka]
[0128] [In the formula, G1 groups may be the same or different and are hydrogen or C1 to C 10 G2 groups may be the same or different and each represents a C1 to C 10 represents an alkylene group, G3 represents a polymeric residue resulting from the (homo)polymerization of at least one ethylenically unsaturated anionic monomer, G4 represents a polymeric residue resulting from the (homo)polymerization of at least one ethylenically unsaturated hydrophobic monomer, m and n are equal to 0 or 1, a is an integer ranging from 0 to 50, b is an integer which may be between 10 and 350, and c is an integer ranging from 0 to 50, with the proviso that one of the parameters a and c is other than 0. It may be a silicone (co)polymer comprising units of:
[0129] Preferably, the units of formula (I) above have at least one of the following characteristics, and even more preferentially all of them: the G1 group represents an alkyl group, preferably a methyl group; n is not 0 and the G2 group represents a C1-C3 divalent group, preferably a propylene group; G3 represents a polymeric group resulting from the (homo)polymerization of at least one monomer of the ethylenically unsaturated carboxylic acid type, preferably acrylic acid and / or methacrylic acid, G4 is preferably a (C1-C ) acrylate, such as isobutyl or methyl (meth)acrylate. 10 ) represents a polymeric radical resulting from the (homo)polymerization of at least one monomer of the alkyl (meth)acrylate type.
[0130] An example of a silicone (co)polymer corresponding to formula (I) is in particular polydimethylsiloxane (PDMS) onto which mixed polymer units of poly(meth)acrylic acid type and polymethyl(meth)acrylate type have been grafted via linking chain units of thiopropylene type.
[0131] Another example of a silicone (co)polymer corresponding to formula (I) is in particular polydimethylsiloxane (PDMS) onto which polymer units of polyisobutyl(meth)acrylate type have been grafted via linking chain units of thiopropylene type.
[0132] iv) Silicone resin The silicone-based surface treatment agent can be selected from silicone resins.
[0133] The term "resin" refers to a three-dimensional structure.
[0134] The silicone resins may be soluble or swellable in silicone oils. These resins are crosslinked polyorganosiloxane polymers.
[0135] Silicone resins are known by the MDTQ designation, and the resins are described according to the various siloxane monomer units they contain, with each of the MDTQ letters characterizing a type of unit.
[0136] The letter M stands for the formula (CH3)3SiO 12 This unit represents a monofunctional unit of the formula: the silicon atom is bonded to only one oxygen atom in the polymer that contains this unit.
[0137] The letter D denotes a difunctional unit in which a silicon atom is bonded to two oxygen atoms: (CH3)2SiO2.
[0138] The letter T stands for the formula (CH3)SiO 3 / 2 represents a trifunctional unit.
[0139] In the units M, D and T defined above, at least one of the methyl groups may be substituted by an R group other than a methyl group, for example a hydrocarbon-based group containing 2 to 10 carbon atoms (especially an alkyl), or a phenyl group, or alternatively a hydroxyl group.
[0140] Finally, the letter Q represents the tetrafunctional unit SiO 4 / 2where the silicon atom can be attached to the remainder of the polymer.
[0141] A variety of resins with different properties can be obtained from these different units, and the properties of these polymers vary depending on the type of monomer (or unit), the type and number of substituents, the length of the polymer chain, the degree of branching, and the size of the side chains.
[0142] Examples of these silicone resins that may be mentioned include: - Formula [(CH3)3XSiXO] x X(SiO 4 / 2 ) y (MQ units), where x and y are integers ranging from 50 to 80; - Formula (CH3SiO 3 / 2 ) x (T units) polysilsesquioxanes, where x is greater than 100 and at least one of the methyl groups may be substituted with an R group as defined above; - polymethylsilsesquioxanes, which are polysilsesquioxanes in which none of the methyl groups are replaced by another group. Such polymethylsilsesquioxanes are described in US Pat. No. B-5246694.
[0143] Examples of commercially available polymethylsilsesquioxane resins include the following: those sold under the reference Resin MK® by the company Wacker, for example Belsil PMS MK®, i.e. CH3SiO 3 / 2 A polymer containing repeat units (T units) up to 1% by weight of (CH3)2SiO 2 / 2 units (D units) and having an average molecular weight of about 10,000; and - sold by Shin-Etsu Chemical Co., Ltd. under the reference KR-220L (registered trademark), which has the formula CH3SiO 3 / 2and containing Si-OH (silanol) end groups and sold under the reference KR-242A, which contains 98% T units and 2% dimethyl D units and contains Si-OH end groups, or also sold under the reference KR-251, which contains 88% T units and 12% dimethyl D units and contains Si-OH end groups.
[0144] Siloxysilicate resins that may be mentioned include trimethylsiloxysilicate (TMS) resins, optionally in powder form, sold under the references SRI000®, E 1 170-002® or SS4230® by General Electric, or under the references TMS803®, Wacker 803® and 804® by Wacker Silicone Corporation.
[0145] Mention may also be made of trimethylsiloxysilicate resins sold in solvents such as cyclomethicone, such as those sold under the name KF-7312J® by Shin-Etsu Chemical Co., Ltd. or under the names DC749® and DC593® by Dow Corning.
[0146] As an example of a commercial reference of a pigment treated with a silicone compound, mention may be made of the red iron oxide / dimethicone sold under the reference SA-C 338075-10® by Miyoshi Kasei Co., Ltd.
[0147] Fluorocarbon Surface Treatment Agent The pigment may be wholly or partially surface treated with a fluorogenic compound, ie, a fluoro surface treatment agent.
[0148] The fluoro surface treatment agent may be selected from perfluoroalkyl phosphates, perfluoropolyethers, polytetrafluoropolyethylene (PTFE), perfluoroalkanes, perfluoroalkylsilazanes, polyhexafluoropropylene oxide, and polyorganosiloxanes containing perfluoroalkylperfluoropolyether groups.
[0149] The term "perfluoroalkyl group" means an alkyl group in which all of the hydrogen atoms have been replaced with fluorine atoms.
[0150] Perfluoropolyethers are described in particular in patent application EP 0 486 135 and sold under the name Fomblin® by the company Montefluos.
[0151] Perfluoroalkyl phosphates are described in particular in patent application JP H05-86984. It is possible to use the perfluoroalkyldiethanolamine phosphate sold under the reference AsahiGuard AG530® by the Asahi Glass Company.
[0152] Among the linear perfluoroalkanes that may be mentioned are perfluorocycloalkanes, perfluoro(alkylcycloalkanes), perfluoropolycycloalkanes, aromatic perfluorohydrocarbons (perfluoroarenes), and hydrocarbon-based perfluoroorganic compounds containing at least one heteroatom.
[0153] Among the perfluoroalkanes, mention may be made of the series of linear alkanes such as perfluorooctane, perfluorononane or perfluorodecane.
[0154] Among the perfluorocycloalkanes and perfluoro(alkylcycloalkanes), mention may be made of perfluoro(C3-C5 alkylcyclohexanes), such as perfluorodecalin, perfluoro(methyldecalin) and perfluoro(butylcyclohexane), sold under the name Flutec PP5 GMP® by the company Rhodia.
[0155] Among the perfluoropolycycloalkanes, mention may be made of bicyclo[3.3.1]nonane derivatives such as perfluorotrimethylbicyclo[3.3.1]nonane, adamantane derivatives such as perfluorodimethyladamantane, and hydrogenated perfluorophenanthrene derivatives such as tetracosafluorotetradecahydrophenanthrene.
[0156] Among the perfluoroarenes, mention may be made of perfluoronaphthalene derivatives, such as perfluoronaphthalene and perfluoromethyl-1-naphthalene.
[0157] As examples of commercial references of pigments treated with fluoro compounds, the following may be mentioned: - yellow iron oxide / perfluoroalkyl phosphate sold under the reference PF 5 Yellow 601® by Daito Kasei Kogyo Co., Ltd. red iron oxide / perfluoroalkyl phosphate sold under the reference PF 5 Red R 516L® by Daito Kasei Kogyo Co., Ltd. - black iron oxide / perfluoroalkyl phosphate sold under the reference PF 5 Black BL100® by Daito Kasei Kogyo Co., Ltd. - titanium dioxide / perfluoroalkyl phosphate sold under the reference PF 5 TiO2CR 50® by Daito Kasei Kogyo Co., Ltd. - iron oxide yellow / perfluoropolymethylisopropyl ether, sold under the reference Iron oxide yellow BF-25-3® by Toshiki Pigment Co., Ltd. DC Red 7 / perfluoropolymethyl isopropyl ether, sold under the reference D&C Red 7 FHC® by the company Cardre Inc., and - DC Red 6 / PTFE, sold under the reference T 9506® by the company Warner-Jenkinson.
[0158] Fluorosilicone surface treatment agent The pigment may be wholly or partially surface treated with a compound of fluorosilicone nature, i.e., a fluorosilicone surface treatment.
[0159] The fluorosilicone compound may be selected from perfluoroalkyl dimethicones, perfluoroalkyl silanes and perfluoroalkyl trialkoxy silanes.
[0160] Perfluoroalkylsilanes that may be mentioned include the products LP-IT® and LP-4T® sold by Shin-Etsu Silicone.
[0161] Perfluoroalkyl dimethicones have the following formula (II):
[0162] [ka]
[0163] (In the formula, R represents a linear or branched divalent alkyl group containing 1 to 6 carbon atoms, preferably a divalent methyl, ethyl, propyl or butyl group, Rf represents a perfluoroalkyl group containing 1 to 9 carbon atoms, preferably 1 to 4 carbon atoms, m is selected between 0 and 150, preferably between 20 and 100, - n is selected from 1 to 300, preferably from 1 to 100 It can be expressed as:
[0164] As an example of a commercial reference for a pigment treated with a fluorosilicone compound, mention may be made of the titanium dioxide / fluorosilicone sold under the reference Fluorosil Titanium dioxide 100TA® by the company Advanced Dermaceuticals International Inc.
[0165] Other lipophilic surface agents The hydrophobic treatment may also be selected from the following: i) metal soaps, such as aluminum dimyristate and the aluminum salts of hydrogenated tallow glutamate; metal soaps that may be mentioned in particular include those of fatty acids containing from 12 to 22 carbon atoms, in particular those of fatty acids containing from 12 to 18 carbon atoms. The metal of the metal soap may in particular be zinc or magnesium. Metal soaps that may be used include zinc laurate, magnesium stearate, magnesium myristate and zinc stearate, and mixtures thereof. ii) fatty acids such as lauric acid, myristic acid, stearic acid and palmitic acid; iii) N-acylamino acids or salts thereof, which may contain an acyl group containing 8 to 22 carbon atoms, such as 2-ethylhexanoyl, caproyl, lauroyl, myristoyl, palmitoyl, stearoyl or cocoyl groups. The amino acid may be, for example, lysine, glutamic acid or alanine. The salts of these compounds may be aluminum, magnesium, calcium, zirconium, zinc, sodium or potassium salts. Thus, according to a particularly preferred embodiment of the present invention, the N-acylamino acid derivative may in particular be a glutamic acid derivative and / or a salt thereof, more particularly stearoyl glutamate, for example aluminum stearoyl glutamate. It is, for example, an NAI surface treatment agent sold by Miyoshi Kasei Co., Ltd. iv) lecithin and its derivatives, such as hydrogenated lecithin, e.g. HLC surface treatment agent sold by the company LCW; v) Monoalkyl triacyltitanates. Monoalkyl triacyltitanates, also referred to as monoalkyl titanates, can be represented by the formula RO-Ti-(OR')3, where R is an alkyl group and R' is an acyl group, which can be the same or different. In certain embodiments of monoalkyl triacyltitanates, the alkyl group is selected from the group consisting of C 1~5 Alkyl groups, specifically C 1~4 The acyl group is in particular an alkyl group, the acyl being derived from acrylic acid or an acrylic acid derivative, such as methacrylic acid, or a fatty acid. 6~30 Fatty acids, more specifically C 12~24 Fatty acids, more specifically C 16~20It is derived from a fatty acid. Such fatty acid may be capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, hydroxyl stearic acid, oleic acid. The acyl groups in these triacyl titanates may be the same or different. A preferred embodiment is mono-isopropyl triacyl titanate, see US Patent Application Publication No. 2005 / 0019284 (particularly paragraphs
[0038] to
[0052] ). According to another preferred embodiment, the monoalkyl triacyl titanate may be isopropyl triisostearoyl titanate (ITT), isopropyl dimethacryl isostearoyl titanate, isopropyl dimethacryl isostearoyl titanate. Preferably, the monoalkyl triacyltitanate may be isopropyl triisostearoyl titanate (ITT), also referred to as isopropyl titanium triisostearate (INCI name: isopropyl titanium triisostearate). The mono-alkyl triacyltitanate treated pigment may be isopropyl triisostearoyl titanate treated pigment. The mono-alkyl triacyltitanate treated pigment is a pigment treated with at least monoalkyl triacyltitanate. The mono-alkyl triacyltitanate treated pigment may be treated with only monoalkyl triacyltitanate, or may be treated with monoalkyl triacyltitanate and at least one additional surface treatment agent, such as a fluorinated surface treatment agent or a silicone-based surface treatment agent, such as polydimethylsiloxane. For example, the isopropyl triisostearoyl titanate treated pigment is a pigment treated with at least isopropyl triisostearoyl titanate (ITT). The isopropyl triisostearoyl titanate treated pigment may be treated with only isopropyl triisostearoyl titanate (ITT) or with isopropyl triisostearoyl titanate (ITT) and at least one additional surface treatment, such as a fluorinated surface treatment or a silicone-based surface treatment, such as polydimethylsiloxane.Examples of isopropyl titanium triisostearate (ITT) treated pigments include those sold by KOBO Dispatic Co., Ltd. under the commercial references BTD-401® (titanium dioxide CI 77891 and isopropyl titanium triisostearate), BBO-12® (iron oxide CI 77499 and isopropyl titanium triisostearate), BYO-12® (iron oxide CI 77492 and isopropyl titanium triisostearate) and BRO-12® (iron oxide CI 77491 and isopropyl titanium triisostearate). vi) isostearyl sebacate, vii) natural vegetable or animal waxes or polar synthetic waxes; viii) fatty esters, in particular jojoba esters; ix) phospholipids, and x) A mixture of these.
[0166] The waxes mentioned above may be those commonly used in cosmetics, as defined below.
[0167] They may in particular be hydrocarbon, silicone and / or fluoro waxes, optionally containing ester or hydroxyl functions, and they may also be of natural or synthetic origin.
[0168] The term "polar wax" refers to a wax containing a chemical that includes at least one polar group. Polar groups are well known to those skilled in the art and can be, for example, alcohol, ester or carboxylic acid groups. Polyethylene waxes, paraffin waxes, microcrystalline waxes, ozokerite and Fischer-Tropsch waxes are not included among the polar waxes.
[0169] In particular, the polar wax has a viscosity of δ at 25° C. a >0(J / cm 3 ) 1 / 2 , and even better δ a >1(J / cm 3) 1 / 2 The average Hansen solubility parameter δ a has.
[0170]
number
[0171] (In the formula, δ p and δ h are the polar contribution and the interaction-type contribution specific to the Hansen solubility parameters, respectively.
[0172] Hansen's definition of solvents in three-dimensional solubility space is described in CM Hansen: "The three-dimensional solubility parameters", J. Paint Technol. 39, 105 (1967). - δ h are characterized by specific interaction forces (hydrogen bonds, acid / base, donor / acceptor, etc.) - δ p is characterized by Debye interaction forces between permanent dipoles and also Keesom interaction forces between induced and permanent dipoles.
[0173] The solubility parameters are calculated using HSPiP v4.1 software.
[0174] Parameter δ p and δ h is (J / cm 3 ) 1 / 2 It is expressed as:
[0175] Polar waxes are in particular made up of molecules which, besides carbon and hydrogen atoms, contain heteroatoms (such as O, N and P) in their chemical structure.
[0176] Non-limiting examples of these polar waxes that may be mentioned in particular include natural polar waxes such as beeswax, lanolin wax, orange wax, lemon wax and privet wax, rice bran wax, carnauba wax, candelilla wax, ourica wax, cork fiber wax, sugar cane wax, Japan wax, hazel wax and montan wax.
[0177] According to one particular embodiment of the invention, the pigment may be coated with at least one compound chosen from N-acylamino acids or their salts, isopropyl triisostearyl titanate, silicone surface agents, natural vegetable or animal waxes, hydrogenated lecithin, fatty esters, and mixtures thereof.
[0178] According to a more particularly preferred embodiment of the present invention, the pigment may be coated with N-acylamino acids and / or salts thereof, in particular glutamic acid derivatives and / or salts thereof, in particular stearoyl glutamate, e.g. aluminium stearoyl glutamate.
[0179] According to a more particularly preferred embodiment of the invention, hydrophobic coating pigments will be used that are selected from titanium dioxide and iron oxide coated with aluminum stearoyl glutamate, for example as sold under the reference NAI (registered trademark) by Miyoshi Kasei Co., Ltd.
[0180] According to a more particularly preferred embodiment of the present invention, hydrophobic coating pigments selected from titanium dioxide and iron oxides coated with isopropyl titanium triisostearate (ITT) are used, and examples thereof include those sold by KOBO Dispatic Co., Ltd. under the commercial references BTD-401 (registered trademark) (titanium dioxide CI 177891 and isopropyl titanium triisostearate), BBO-I2 (registered trademark) (iron oxide CI 77499 and isopropyl titanium triisostearate), BYO-I2 (registered trademark) (iron oxide CI 77492 and isopropyl titanium triisostearate), and BRO-I2 (registered trademark) (iron oxide CI 77491 and isopropyl titanium triisostearate).
[0181] The amount of the (c) hydrophobic pigment in the composition according to the present invention may be 1% by mass or more, preferably 5% by mass or more, and more preferably 10% by mass or more, based on the total mass of the composition.
[0182] The amount of the (c) hydrophobic pigment in the composition according to the present invention may be 50% by mass or less, preferably 45% by mass or less, and more preferably 40% by mass or less, based on the total mass of the composition.
[0183] Therefore, the amount of the hydrophobic pigment (c) in the composition according to the present invention may be in the range of 1 mass % to 50 mass %, preferably 5 mass % to 45 mass %, and more preferably 10 mass % to 40 mass %, relative to the total mass of the composition.
[0184] (Polyol) The composition according to the present invention comprises (d) at least one polyol. A single type of polyol may be used, but two or more different types of polyols may also be used in combination.
[0185] The term "polyol" as used herein means an alcohol having two or more hydroxy groups and does not include sugars or their derivatives. Derivatives of sugars include sugar alcohols obtained by reducing one or more carbonyl groups of a sugar, and sugars or sugar alcohols in which the hydrogen atom in one or more of the hydroxy groups is replaced with at least one substituent, such as an alkyl group, a hydroxyalkyl group, an alkoxy group, an acyl group or a carbonyl group.
[0186] (d) The polyol is a C2-C hydroxyl group having at least two hydroxyl groups, preferably two to five hydroxyl groups. 12 It may be a polyol, preferably a C2 to C9 polyol.
[0187] (d) The polyol may be a natural or synthetic polyol. (d) The polyol may have a linear, branched or cyclic molecular structure.
[0188] (d) The polyol may be selected from glycerin and its derivatives, and glycols and its derivatives. The polyol may be selected from the group consisting of glycerin, diglycerin, polyglycerin, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, 1,3-propanediol, 1,5-pentanediol, polyethylene glycol (5 to 50 ethylene oxide groups), and sugars such as sorbitol.
[0189] It is preferred that the (d) polyol is selected from diols, preferably alkylene glycols, more preferably propylene glycol, dipropylene glycol, and mixtures thereof.
[0190] The amount of (d) polyol in the composition according to the present invention may be 10% by mass or more, preferably 20% by mass or more, more preferably 30% by mass or more, based on the total mass of the composition.
[0191] On the other hand, the amount of (d) polyol in the composition according to the present invention may be 60% by mass or less, preferably 55% by mass or less, and more preferably 50% by mass or less, based on the total mass of the composition.
[0192] Therefore, the (d) polyol may be present in the composition according to the present invention in an amount ranging from 10% by mass to 60% by mass, preferably from 20% by mass to 55% by mass, for example from 30% by mass to 50% by mass, relative to the total mass of the composition.
[0193] (water) The composition according to the present invention comprises (e) water.
[0194] The amount of (e) water in the composition according to the present invention is less than 15% by weight, based on the total weight of the composition.
[0195] The amount of (e) water in the composition according to the present invention may be 1% by mass or more, preferably 3% by mass or more, and more preferably 5% by mass or more, based on the total mass of the composition.
[0196] On the other hand, the amount of (e) water in the composition according to the present invention may be less than 15% by mass and not more than 12% by mass, preferably not more than 10% by mass, based on the total mass of the composition.
[0197] The amount of (e) water in the composition according to the present invention may be in the range of from 1% by mass to less than 15% by mass, preferably from 3% by mass to 12% by mass, and more preferably from 5% by mass to 12% by mass, relative to the total mass of the composition.
[0198] (oil) The composition according to the invention may comprise (f) at least one oil. If two or more oils are used, they may be the same or different.
[0199] In this specification, "oil" means a fatty compound or substance that is in the form of a liquid or paste (non-solid) at atmospheric pressure (760 mmHg) and room temperature (25°C). As oils, those commonly used in cosmetics can be used, alone or in combination. These oils can be volatile or non-volatile.
[0200] (f) The oil may be a hydrocarbon oil, a non-polar oil such as a silicone oil, a vegetable oil or an animal oil, and a polar oil such as an ester oil or an ether oil, or a mixture thereof.
[0201] (f) The oil may be selected from the group consisting of oils of vegetable or animal origin, synthetic oils, silicone oils, hydrocarbon oils and fatty alcohols.
[0202] Examples of vegetable oils include, for example, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, camellia oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil, peanut oil, and mixtures thereof.
[0203] Examples of animal oils include, for example, squalene and squalane.
[0204] Examples of synthetic oils include alkane oils such as isododecane and isohexadecane, ester oils, ether oils, and artificial triglycerides.
[0205] The ester oil is preferably a saturated or unsaturated, linear or branched C1-C 26 Aliphatic mono- or polyacids and saturated or unsaturated, linear or branched C1-C 26 They are liquid esters with aliphatic monohydric or polyhydric alcohols, the total number of carbon atoms in the ester being 10 or more.
[0206] Preferably, in the case of esters of monohydric alcohols, at least one of the alcohols and acids from which the esters of the invention are derived is branched.
[0207] Among the monoesters of monoacids and monohydric alcohols, mention may be made of ethyl palmitate, ethylhexyl palmitate, isopropyl palmitate, dicaprylyl carbonate, alkyl myristates such as isopropyl myristate or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isononyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
[0208] C4~C 22 Dicarboxylic or tricarboxylic acids and C1-C 22 Esters with alcohols, and mono-, di- or tricarboxylic acids and non-sugar C4-C 26 Esters with dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols can also be used.
[0209] Mention may in particular be made of diethyl sebacate, isopropyl lauroyl sarcosinate, diisopropyl sebacate, bis(2-ethylhexyl) sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis(2-ethylhexyl) adipate, diisostearyl adipate, bis(2-ethylhexyl) maleate, triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate.
[0210] As ester oil, C6-C 30 , preferably C 12 ~C 22Sugar esters and diesters of fatty acids can be used. It is recalled that the term "sugar" means an oxygen-bearing hydrocarbon-based compound containing at least 4 carbon atoms and containing several alcohol functional groups, with or without aldehyde or ketone functional groups. These sugars can be monosaccharides, oligosaccharides or polysaccharides.
[0211] Examples of suitable sugars that may be mentioned include sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, as well as derivatives thereof, in particular alkyl derivatives, such as methyl derivatives, for example methylglucose.
[0212] Sugar esters of fatty acids are in particular those which are composed of the aforementioned sugars and linear or branched, saturated or unsaturated C6-C 30 , preferably C 12 ~C 22 They may be selected from the group comprising esters or mixtures of esters with fatty acids. When these compounds are unsaturated, they may have 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.
[0213] The esters according to this variant may also be chosen from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.
[0214] These esters may be, for example, oleate, laurate, palmitate, myristic acid, behenic acid, coconut acid, stearate, linoleate, linolenic acid, capric acid and arachidic acid esters, or mixtures thereof, such as, in particular, the mixed esters of oleopalmitic acid, oleostearic acid and palmitostearic acid, and pentaerythrityl tetraethylhexanoate.
[0215] More particularly, mono- and diesters are used, in particular the mono- or dioleate, stearate, behenate, oleopalmitate, linoleate, linolenate and oleostearate of sucrose, glucose or methylglucose.
[0216] An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
[0217] Examples of preferred ester oils include diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octanoate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexyl 2-ethylhexanoate, 2-ethylhexyl octanoate, 2-ethylhexyl caprylate / caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylate carbonate, and the like. Examples of suitable oleic acid salts include glyceryl tri(2-ethylhexanoate), isopropyl lauroyl sarcosinate, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate, hexyl laurate, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, glyceryl tri(2-ethylhexanoate), pentaerythrityl tetra(2-ethylhexanoate), 2-ethylhexyl succinate, diethyl sebacate, and mixtures thereof.
[0218] Examples of artificial triglycerides include capryl caprylyl glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, capric / caprylic triglyceride, and capric / caprylic / linolenic triglyceride.
[0219] Examples of silicone oils include linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, and the like; cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and the like, and mixtures thereof.
[0220] Preferably, the silicone oil is chosen from liquid polydialkylsiloxanes, in particular liquid polydimethylsiloxanes (PDMS), and liquid polyorganosiloxanes containing at least one aryl group.
[0221] These silicone oils may also be organically modified. The organically modified silicones that may be used according to the invention are silicone oils as defined above and which contain in their structure one or more organic functional groups linked via a hydrocarbon-based group.
[0222] Organopolysiloxanes are more fully defined in Walter Noll, Chemistry and Technology of Silicones, Academic Press, 1968. They may be volatile or nonvolatile.
[0223] When they are volatile, the silicones are more particularly chosen from those having a boiling point between 60° C. and 260° C., and even more particularly chosen from: (i) cyclic polydialkylsiloxanes containing 3 to 7, preferably 4 to 5, silicon atoms. These are, for example, octamethylcyclotetrasiloxane, sold in particular under the name Volatile Silicone® 7207 by Union Carbide or under the name Silbione® 70045 V2 by Rhodia, decamethylcyclopentasiloxane, sold in particular under the name Volatile Silicone® 7158 by Union Carbide and under the name Silbione® 70045 V5 by Rhodia, and dodecamethylcyclopentasiloxane, sold under the name Silsoft 1217 by Momentive Performance Materials, and mixtures thereof. Cyclocopolymers of the dimethylsiloxane / methylalkylsiloxane type, for example of the formula:
[0224] [ka]
[0225] Mention may also be made of Silicone Volatile® FZ 3109 sold by the company Union Carbide. Also included are mixtures of cyclic polydialkylsiloxanes and organosilicon compounds, such as a 50 / 50 mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol, and a mixture of octamethylcyclotetrasiloxane and oxy-1,1'-bis(2,2,2',2',3,3'-hexatrimethylsilyloxy)neopentane; and (ii) Contains 2 to 9 silicon atoms and has a molecular weight of 5 × 10 at 25 °C -6 m 2Linear, volatile polydialkylsiloxanes with a viscosity of less than 10000 / s. An example is decamethyltetrasiloxane, sold in particular under the name SH 200 by Toray Silicone. Silicones belonging to this category are also described in an article published in Cosmetics and Toiletries, Vol. 91, January 1976, pages 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. The viscosity of the silicones is measured at 25°C according to ASTM Standard 445, Annex C.
[0226] Non-volatile polydialkylsiloxanes may also be used, these being more particularly chosen from the polydialkylsiloxanes, among which mention may be made mainly of the polydimethylsiloxanes containing trimethylsilyl end groups.
[0227] Among these polydialkylsiloxanes, mention may be made, but is not limited to, the following commercial products: Silbione® oils of the 47 and 70 047 series or Mirasil® oils sold by the company Rhodia, such as, for example, 70 047 V 500000 oil; the Mirasil® series of oils sold by the company Rhodia; - Dow Corning 200 series oils, e.g. 60000mm 2 / s viscosity, and - Viscasil® oils manufactured by General Electric and certain oils of the SF series manufactured by General Electric (SF96, SF18).
[0228] Mention may also be made of polydimethylsiloxanes containing dimethylsilanol end groups, known under the name dimethiconol (CTFA), such as the 48 series oils from Rhodia.
[0229] Among the silicones containing aryl groups, mention may be made of the polydiarylsiloxanes, especially polydiphenylsiloxanes, and polyalkylarylsiloxanes, such as phenylsilicone oils.
[0230] Phenyl silicone oils have the following formula:
[0231] [ka]
[0232] (In the formula, R1~R 10 are each independently a saturated or unsaturated, linear, cyclic or branched C1-C 30 Hydrocarbon group, preferably C1-C 12 a hydrocarbon group, more preferably a C1-C6 hydrocarbon group, in particular a methyl, ethyl, propyl or butyl group; m, n, p, and q each independently represent an integer of 0 to 900, inclusive, preferably an integer of 0 to 500, inclusive, and more preferably an integer of 0 to 100, inclusive; However, the condition is that the sum n+m+q is not 0. The phenyl silicone may be selected from the group consisting of phenyl silicones.
[0233] Examples that may be mentioned include products sold under the following names: - Rhodia Silbione® oils, series 70 641; Rhodorsil® 70 633 and 763 series oils from Rhodia, - Dow Corning 556 Cosmetic Grade Fluid oil, - PK series silicones from Bayer, e.g. product PK20, - Certain oils of the SF series manufactured by General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.
[0234] As the phenyl silicone oil, phenyl trimethicone (R1 to R2 in the above formula) 10 is methyl, p, q and n=0, and m=1).
[0235] The organically modified liquid silicones may in particular contain polyethyleneoxy and / or polypropyleneoxy groups. Mention may therefore be made of silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd., and Silwet® L722 and L77 oils from Union Carbide.
[0236] The hydrocarbon oil may be chosen from: - Linear or branched, optionally cyclic, C6-C 16 Lower alkanes. Examples that may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, such as isohexadecane, isododecane, and isodecane; - Linear or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petroleum jelly, polydecenes and hydrogenated polyisobutenes, such as Parleam®, and squalane.
[0237] Preferred examples of hydrocarbon oils include, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oils (e.g., liquid paraffin), paraffin, petrolatum or petrolatum, naphthalene, and the like; hydrogenated polyisobutene, isoeicosane, and decene / butene copolymers; and mixtures thereof.
[0238] The term "aliphatic" in fatty alcohol refers to the inclusion of a relatively large number of carbon atoms. Thus, alcohols having 4 or more, preferably 6 or more, more preferably 12 or more carbon atoms are included within the scope of fatty alcohol. Fatty alcohols may be saturated or unsaturated. Fatty alcohols may be linear or branched.
[0239] The fatty alcohol may have the structure R-OH, where R is selected from saturated and unsaturated, linear and branched groups containing from 4 to 40 carbon atoms, preferably from 6 to 30 carbon atoms, and more preferably from 12 to 20 carbon atoms. In at least one embodiment, R is selected from C 12 ~C 20 Alkyl group and C 12 ~C 20 alkenyl groups, R may be unsubstituted or substituted with at least one hydroxyl group.
[0240] Examples of fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, oleyl alcohol, linoleyl alcohol, palmitoleyl alcohol, arachidonyl alcohol, erucyl alcohol, and mixtures thereof.
[0241] Preferably, the fatty alcohol is a saturated fatty alcohol.
[0242] Therefore, fatty alcohols are linear or branched, saturated or unsaturated, C6-C 30 Alcohols, preferably linear or branched, saturated C6-C 30 Alcohols, more preferably linear or branched, saturated C 12 ~C 20 Alcohol can be selected.
[0243] The term "saturated fatty alcohol" as used herein means an alcohol having a long aliphatic saturated carbon chain. A saturated fatty alcohol is any linear or branched, saturated, C6-C 30 It is preferably selected from fatty alcohols, linear or branched, saturated C6-C 30 Among fatty alcohols, linear or branched, saturated C 12 ~C 20Fatty alcohols may be preferably used. Any linear or branched, saturated C 16 ~C 20 Fatty alcohols are more preferably used. 16 ~C 20 Fatty alcohols may even more preferably be used.
[0244] Examples of saturated fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof. In one embodiment, cetyl alcohol, stearyl alcohol, octyldodecanol, hexyldecanol, or mixtures thereof (e.g., cetearyl alcohol), and behenyl alcohol can be used as the saturated fatty alcohol.
[0245] According to at least one embodiment, the fatty alcohols used in the compositions according to the invention are preferably chosen from cetyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof.
[0246] It is also preferred that the (f) oil is selected from oils having a molecular weight of less than 600 g / mol.
[0247] Preferably, the (f) oil has a low molecular weight, such as less than 600 g / mol, and contains one or more short hydrocarbon chains (C1 to C 12 ), ester oils (e.g., isopropyl lauroyl sarcosinate, isopropyl myristate, isopropyl palmitate, isononyl isononanoate, and ethylhexyl palmitate), silicone oils (e.g., volatile silicones such as cyclohexasiloxane), hydrocarbon oils (e.g., isododecane, isohexadecane, and squalane), branched and / or unsaturated fatty alcohols (C 12 ~C 30) type oils, such as octyldodecanol and oleyl alcohol, and ether oils such as dicaprylyl ether.
[0248] It is preferred that the (f) oil is selected from polar oils, more preferably from ester oils.
[0249] The amount of (f) oil in the composition according to the present invention may be 0.1 mass % or more, preferably 0.5 mass % or more, more preferably 1 mass % or more, based on the total mass of the composition.
[0250] The amount of (f) oil in the composition according to the present invention may be 30% by mass or less, preferably 25% by mass or less, and more preferably 20% by mass or less, based on the total mass of the composition.
[0251] The amount of the (f) oil in the composition according to the present invention may be 0.1% by mass to 30% by mass, preferably 0.5% by mass to 25% by mass, and more preferably 1% by mass to 20% by mass, relative to the total mass of the composition.
[0252] (Optional Ingredients) In addition to the above-mentioned components, the composition according to the present invention may contain optional components typically used in cosmetics, specifically, surfactants or emulsifiers, hydrophilic or lipophilic thickeners, natural extracts derived from animals or plants, fragrances, etc., within the range that does not impair the effects of the present invention.
[0253] The composition according to the present invention may contain the above optional components in an amount of 0.01% to 50% by mass, preferably 0.05% to 30% by mass, and more preferably 0.1% to 10% by mass, relative to the total mass of the composition.
[0254] (preparation) The composition according to the present invention can be prepared, for example, by mixing the above-mentioned essential components and, if necessary, optional components.
[0255] The method and means for mixing the above essential components and optional components are not limited. Any conventional method and means, such as a mixer, can be used to mix the above essential components and optional components to prepare the composition according to the present invention.
[0256] [Beauty method] The cosmetic method according to the invention for keratinous materials such as the skin and lips comprises: applying a composition according to the invention onto keratinous materials; applying at least one device onto the keratinous material to deliver the composition into a surface layer of the keratinous material; Includes.
[0257] Said device is not limited, so long as it is capable of delivering the composition according to the invention, in particular through the stratum corneum of the skin or lips, into the superficial layers of keratinous materials.
[0258] The devices may be capable of applying energy, such as light, sound, heat and vibration, to keratinous materials such as the skin and lips.
[0259] Preferably, the device is or comprises a microneedle sheet comprising a substrate sheet and a plurality of microneedles on the substrate sheet, such that the microneedles can penetrate the keratinous material and thereby deliver the composition according to the invention into the surface layer of the keratinous material. The device and the microneedle sheet will be described later.
[0260] The step of applying the composition according to the invention onto the keratinous materials can be carried out with the aid of any applicator, such as a brush.
[0261] It may be preferred that the composition according to the present invention is applied onto the keratinous material in combination with at least one porous sheet, such as a woven or nonwoven fabric, for better contact of the composition with the keratinous material and better cosmetic effect on the desired area of the keratinous material.
[0262] The porous sheet can absorb and retain the composition according to the present invention, therefore, applying the porous sheet can facilitate good contact of the composition with the keratinous material, which can contribute to good cosmetic effects on the keratinous material.
[0263] The above combination type is not limited. Therefore, the porous sheet may be applied onto the keratinous material before applying the composition according to the present invention onto the keratinous material. Alternatively, the porous sheet may be applied onto the keratinous material after applying the composition onto the keratinous material.
[0264] It is preferred that the step of applying the device onto the keratinous material is carried out over the desired area on the keratinous material, e.g., it is preferred that the applying portion of the device can be moved over the surface of the keratinous material, as long as the device is capable of delivering the composition according to the invention into the desired area on the keratinous material.
[0265] It is preferred that the device is applied onto the keratinous material without a step of drying the composition according to the invention onto the keratinous material, in other words, that the device is applied onto the keratinous material before the composition is dried or such that the device is able to deliver the composition into the keratinous material while the keratinous material is wet.
[0266] The cosmetic method according to the present invention may further comprise the step of removing the device from the surface of the keratinous material.
[0267] After the step of removing the device from the surface of the keratinous material, the composition according to the present invention may be removed from the surface of the keratinous material.
[0268] It is preferable that the cosmetic method according to the present invention further comprises a step of maintaining or leaving the composition according to the present invention on the keratinous material after the step of removing the device from the surface of the keratinous material and before the step of removing the composition according to the present invention from the surface of the keratinous material, because the composition can effectively penetrate into the keratinous material through holes formed on and in the keratinous material, for example by microneedles.
[0269] The cosmetic method according to the invention may be intended for the cosmetic treatment of keratinous materials such as the skin and lips, preferably the skin, more preferably the skin of the face.
[0270] The cosmetic method according to the invention can be used, for example, to improve the aesthetic appearance of keratinous materials, such as the skin, by colouring and / or caring for (for example whitening) the keratinous materials.
[0271] The cosmetic method according to the present invention can provide uniform coloring and skin care effects on keratinous materials, as well as long-lasting coloring and improved skin care effects. Thus, for example, the makeup effect provided by the cosmetic method according to the present invention can be maintained on the face for a long period of time, even when, for example, sebum or sweat is present on the face or rain falls on the face.
[0272] However, the cosmetic method according to the present invention does not correspond to a skin tattoo, which is a semi-permanent coloring, because a skin tattoo is painful. Furthermore, the cosmetic method according to the present invention colors the surface layer of keratinous materials such as the skin and lips, and therefore the color provided by the cosmetic method according to the present invention can last for example only for a few weeks, which does not correspond to a semi-permanent coloring.
[0273] [Kit and Use] The present invention also provides a kit for keratinous materials such as the skin and lips, comprising: A composition according to the present invention, at least one device for delivering the composition into a surface layer of a keratinous material; The present invention also relates to a kit comprising:
[0274] The composition according to the invention may be contained in any container, such as a vessel commonly used for cosmetic purposes.
[0275] The kit can preferably be used to carry out the cosmetic method according to the present invention.
[0276] Said device is not limited, so long as it is capable of delivering the composition according to the invention, in particular through the stratum corneum of the skin or lips, into the superficial layers of keratinous materials.
[0277] The devices may be capable of applying energy, such as light, sound, heat and vibration, to keratinous materials such as the skin and lips.
[0278] It is preferred that the device is or comprises a microneedle sheet comprising a base sheet and a plurality of microneedles on the base sheet, such that the microneedles can penetrate into the keratinous material thereby delivering the composition according to the present invention into the surface layer of the keratinous material.
[0279] Hereinafter, embodiments of microneedle sheets and devices having microneedle sheets are described.
[0280] {Microneedle sheet} The microneedle sheet may comprise a base sheet and a plurality of microneedles on the base sheet.
[0281] The device with the microneedle sheet used for the present invention may be a cosmetic device, preferably a cosmetic device for keratinous materials, more preferably a cosmetic device for the skin, in particular the facial skin and for the lips.
[0282] (Microneedle) The microneedle sheet may comprise a plurality of microneedles.
[0283] The microneedles are present on the surface of the base sheet. The microneedles may be present on 50% or more, preferably 70% or more, more preferably 90% or more of the surface of the base sheet.
[0284] It is preferred that the microneedles are present on one of the surfaces of the base sheet.
[0285] It is preferred that the microneedles of the microneedle sheet to be used for the present invention are designed to penetrate or enter the stratum corneum of the skin, particularly the facial skin and lips.
[0286] The microneedles can be of any size and shape suitable for piercing the stratum corneum. It may be preferred that the microneedles are designed to pass through the stratum corneum. The microneedles may be capable of creating an opening or passageway in the stratum corneum.
[0287] If necessary, the height of the microneedles can be adapted to allow penetration into any of the layers of the epidermis and / or dermis of the skin, preferably the epidermis, more preferably the epidermis.
[0288] The shape of the microneedle is not limited as long as it is a "needle". It will be clear to those skilled in the art that the microneedle of the present invention can have any reasonable shape, including but not limited to pyramidal, conical, rod-like and / or columnar. Therefore, the microneedle may have the same diameter at the tip as at the base, or the diameter may taper from the base to the tip.
[0289] For example, the shape of the microneedle may be in the form of a triangular pyramid, a square pyramid or a pentagonal pyramid. Alternatively, the microneedle may be in the form of a cylinder, preferably with a tip, which may be formed by cutting the cylinder obliquely. The cross section of the microneedle may take any geometric form, including circular, triangular, square, rectangular, polygonal, regular or irregular, etc. In one embodiment of the present invention, the group of microneedles may take the form of hollow microcapillaries. However, in the present invention, solid (non-hollow) microneedles may be preferred.
[0290] Therefore, "microneedle" refers to one type of microprojection or microprotrusion that is utilized. Those skilled in the art will understand that in many cases, the same inventive principles apply to the use of other microprojections or microprotrusions to penetrate the skin. Other microprojections or microprotrusions can include, for example, microblades as described in U.S. Patent No. 6,219,574 and Canadian Patent Application No. 2,226,718, and edged microneedles as described in U.S. Patent No. 6,652,478.
[0291] The height or length of the microneedles of the microneedle sheet used in the present invention may be from 10 to 500 microns, preferably from 30 to 300 microns, and more preferably from 50 to 150 microns.
[0292] According to one embodiment of the invention, the microneedles are in the form of cones.
[0293] The cone may have a distal end, such as a tip and a base. The base may be circular or elliptical in shape.
[0294] The height or length of the cones of the microneedles of the microneedle sheet used for the present invention may be from 10 to 500 microns, preferably from 30 to 300 microns, more preferably from 50 to 150 microns.
[0295] The conical bases of the microneedles of the microneedle sheet used for the present invention may have a diameter or width of 10 to 500 microns, preferably 10 to 300 microns, and more preferably 10 to 100 microns. When the conical bases of the microneedles of the microneedle sheet used for the present invention are elliptical or oval in shape, the length or width of the main axis of the ellipse may be 10 to 500 microns, preferably 10 to 300 microns, and more preferably 10 to 100 microns.
[0296] The microneedles may have an aspect ratio (length / width at base) of at least about 3: 1, at least about 2: 1, or at least about 1: 1. The ratio of (height of cone) / (diameter of base of cone) of the microneedle may be 1 or greater, preferably 1.5 or greater, and more preferably 2.0 or greater.
[0297] According to another embodiment of the invention, the microneedles are in the form of pyramids, for example triangular and square pyramids.
[0298] The pyramid may have a distal end, such as a tip and a base. The base may be triangular or rectangular in shape.
[0299] The height or length of the pyramids of the microneedles of the microneedle sheet used for the present invention may be from 10 to 500 microns, preferably from 30 to 300 microns, and more preferably from 50 to 150 microns.
[0300] The bases of the pyramids of the microneedles of the microneedle sheet used for the present invention may have a width of 10 to 500 microns, preferably 10 to 300 microns, and more preferably 10 to 100 microns. When the bases of the pyramids of the microneedles of the microneedle sheet used for the present invention are in the shape of a triangle or a rectangle, the length or width of the side of the triangle or rectangle may be 10 to 500 microns, preferably 10 to 300 microns, and more preferably 10 to 100 microns.
[0301] The microneedles may have an aspect ratio (length / width at base) of at least about 3: 1, at least about 2: 1, or at least about 1: 1. The ratio of (height of pyramid) / (width of base of pyramid) of the microneedle may be 1 or greater, preferably 1.5 or greater, and more preferably 2.0 or greater.
[0302] It may be preferred that the microneedles are capable of penetrating keratinous materials such as the skin and lips to a depth of 200 microns or less, preferably 180 microns or less, more preferably 160 microns or less.
[0303] A very narrow pitch of the microneedles cannot provide the microneedles with a sufficient surface area, so that the microneedles cannot penetrate into the skin. On the other hand, a pitch that is too wide can also cause problems in that the individual microneedles cannot obtain sufficient pressure to penetrate. Therefore, it may be preferable that the pitch of the microneedle array is 400 to 700 microns, more preferably 400 to 500 microns.
[0304] The number of microneedles and the pitch between the microneedles depends on several factors such as the desired color pattern and the width of the microneedles. For example, if a color pattern with a width of 0.5 microns is desired, the use of a microneedle sheet having a microneedle array (2×2) with a pitch of 0.5 mm may be most appropriate.
[0305] In one embodiment of the present invention, the density of the microneedles is between 100 and 2000 microneedles / cm 2 , preferably 200 to 1000 microneedles / cm 2 , and even more preferably 200 to 500 microneedles / cm 2 It may be.
[0306] It is preferred that the microneedles are not dissolvable.
[0307] "Non-dissolvable" microneedles means that the microneedles cannot be destroyed or disintegrated within keratinous materials such as the skin and lips, for example by natural moisturizing agents or external moisture.
[0308] More preferably, the microneedles are not water soluble.
[0309] The microneedle may be made of organic or inorganic materials. Examples of organic materials include synthetic polymers, including polyethylene, polypropylene, and photoresist, biodegradable plastics, cellulose derivatives, and mixtures thereof. Examples of inorganic materials include metals, including stainless steel, non-metals, such as silicone, glass, and ceramics, and mixtures thereof. In addition, any other material that can be implanted into the skin or body can also be used.
[0310] It is preferred that the microneedles are sterile or sterilized prior to use, it is more preferred that the microneedles are used only once and are therefore disposable.
[0311] It is preferred that the microneedles are made from an inorganic material, more preferably a metal or non-metal, even more preferably silicon (especially single crystal silicon).
[0312] It is also preferred that the microneedles are solid (non-hollow).
[0313] The microneedles themselves may have any color, however, it may be preferred that the microneedles do not contain any coloring agent for coloring the keratin material.
[0314] (Base sheet) The microneedle sheet may comprise a substrate sheet on which the microneedles reside or are placed.
[0315] The base sheet and the microneedles may be separate or integrated.
[0316] For example, the base sheet and the microneedle may comprise at least one common material. Therefore, in one embodiment of the present invention, the base sheet and the microneedle may be a single element that comprises at least one common material. Preferably, this single element can be prepared using the same material.
[0317] On the other hand, the substrate sheet may be different or separate from the microneedles.For example, the substrate sheet and the microneedles may be made of different materials.In this case, the substrate sheet may be selected from, for example, masks, wipes, patches, and generally all types of porous substrate sheets.Preferably, these substrate sheets have an oblong structure, i.e., have a thickness smaller than the dimensions of the plane in which they are defined.
[0318] The substrate sheet may be cut into the form of a patch, disc, mask, towel, glove, pre-cut roll, or any other form suitable for cosmetic use.
[0319] (preparation) There is no limitation on how to prepare the microneedle sheet used for the present invention. The microneedle sheet used for the present invention can be prepared based on conventional techniques such as molding, 3D printing, metal processing, etc.
[0320] The shape of the microneedle sheet used for the present invention is not limited, and it may be any shape, such as a lip shape or a shape suitable for application under the eyes, depending on the target to which the microneedle sheet is applied.
[0321] {device} As a device, the microneedle sheet can be applied onto keratinous materials such as skin and lips so that the microneedles can penetrate into the keratinous materials.
[0322] It is preferred that the microneedles are capable of repeatedly penetrating the keratinous material.
[0323] There is no limitation on how the microneedles are repeatedly inserted into the keratinous material. For example, the repeated insertion can be performed by tapping the back surface of the substrate sheet of the microneedle sheet with a finger several times so that the microneedles on the front surface of the substrate sheet can be repeatedly inserted into the keratinous material.
[0324] Furthermore, repeated penetration of the microneedles is preferably performed using vibrations directed at keratinous materials such as the skin and lips.
[0325] For example, as shown in FIG. 1, the microneedle sheet 1 can be connected to a vibrator 2 capable of generating vibrations toward the surface of the keratinous material, which corresponds to the up-down direction in FIG. 1. The type of the vibrator 2 is not limited as long as it can generate vibrations. For example, the vibrator 2 can be constituted by a piezoelectric element. Of course, any other actuator capable of repeatedly moving, preferably vibrating, toward the keratinous material can be used instead of the vibrator 2.
[0326] In FIG. 1, the microneedles 1 can move up and down based on the vibration caused by the vibrator 2, and thus the microneedles on the microneedle sheet 1 can repeatedly penetrate into keratinous materials such as the skin and lips.
[0327] It is preferable that the vibrator 2 is coupled to a head that can function as a receptor for the microneedle sheet 1, and it is preferable that the base sheet of the microneedle sheet 1 is attached to the head. Therefore, the vibration caused by the vibrator 2 can be transmitted to the head. In this way, the microneedle sheet 1 can also vibrate via the head.
[0328] It is preferable to use a device equipped with a system for vibrating the microneedle sheet 1. For example, the device may include a vibrator 2, a head connected to the vibrator 2, a battery such as a dry cell capable of driving the vibrator 2, and a control means for controlling the frequency of vibration caused by the vibrator 2. For example, the device disclosed in WO2011 / 115602, the contents of which are incorporated herein by reference, can be used as the above device.
[0329] When using the above device, the microneedle sheet 1 may be placed on the head of the transducer 2 and applied onto keratinous material such as the skin and lips so that the microneedles of the microneedle sheet 1 can be repeatedly penetrated into the keratinous material.
[0330] The vibration or tapping frequency is not limited. For example, the frequency may be 1000 to 10000 per minute, preferably 1000 to 8000 per minute, and more particularly 3000 to 6000 per minute.
[0331] It may be preferable to control the pressure used to penetrate the microneedles into the keratinous material, which may depend on several factors, such as the type of microneedle and the type of coloring.
[0332] The tapping or vibrating penetration of the microneedles allows for continuous and stable skin puncture and can reduce the force required to drive the microneedles into the keratinous material, which can further provide a massage effect to the treated area of the keratinous material, allowing for better spreading or dispersion of the hydrophobic pigment into the keratinous material.
[0333] The present invention also relates to the use of the composition according to the invention in combination with at least one device for delivering the composition into the surface layers of keratinous materials, such as the skin and lips, for providing a uniform coloring and skin care effect on keratinous materials.
[0334] In particular, the use according to the invention provides a composition for providing a uniform coloring and skin care effect on keratinous materials such as the skin or lips, a first application of a composition according to the invention onto keratinous materials; a second application of a microneedle sheet comprising a substrate and a plurality of microneedles on the substrate, onto the keratinous material to which the composition has been applied, such that the microneedles can penetrate into the keratinous material; may include.
[0335] It is preferred that the microneedles can repeatedly penetrate the keratinous material. The repetition may be based on vibration or tapping of the microneedle sheet.
[0336] Another aspect of the use according to the present invention may be a composition according to the present invention for use in uniformly coloring and / or whitening keratinous materials such as skin and lips, in combination with a microneedle sheet comprising a substrate sheet and a plurality of microneedles on the substrate sheet, wherein the microneedles can penetrate into the keratinous material, preferably repeatedly, more preferably repeatedly based on vibration or tapping of the microneedle sheet.
[0337] According to the above kit and use of the present invention, the microneedles of the microneedle sheet can deliver hydrophobic pigments and / or skin care active agents into the surface layer of keratinous materials such as skin and lips, to provide uniform coloring and skin care effects on the keratinous materials. Furthermore, the above kit and use of the present invention can also provide long-lasting coloring and / or enhanced skin care effects, such as improved whitening effects, on the surface layer of keratinous materials such as skin and lips. EXAMPLES
[0338] The present invention will be described in more detail by examples. However, these examples should not be construed as limiting the scope of the present invention. The following examples are presented as non-limiting examples in the field of the present invention.
[0339] [Example 1 and Comparative Examples 1 to 3] [Preparation] Each of the compositions according to Example 1 and Comparative Examples 1-3 was prepared by mixing the components shown in Table 1. All figures for component amounts are based on "mass %" of the active material.
[0340] [Table 1]
[0341] [evaluation] (Pigment Dispersion) Immediately after preparation, the compositions of Example 1 and Comparative Examples 1 to 3 were visually observed using a polarizing microscope and evaluated according to the following criteria. Good: No pigment agglomerates were observed. Poor: Pigment agglomerates observed.
[0342] The results are shown in Table 1.
[0343] (Crystallization) Immediately after preparation, the compositions of Example 1 and Comparative Examples 1 to 3 were visually observed using a polarizing microscope and evaluated according to the following criteria. Good: No crystals observed. Poor: Crystals observed.
[0344] The results are shown in Table 1.
[0345] (overview) In the composition according to Example 1, the hydrophobic pigment was uniformly dispersed and the skin care active agent was dissolved without crystalline precipitation.
[0346] Therefore, the composition according to Example 1 can provide uniform coloring and skin care effects, especially when applied onto keratinous materials such as the skin and lips using a device to deliver the composition into the surface layer.
[0347] In the composition according to Comparative Example 1, which did not contain any water-soluble acid, the hydrophobic pigment was uniformly dispersed, but the skin care active agent caused its crystal formation, which means that the skin care active agent could not be uniformly dissolved.
[0348] In the composition according to Comparative Example 2, which contained a relatively large amount of water, the hydrophobic pigment could not be uniformly dispersed, while the skin care active agent was dissolved without precipitation of crystals.
[0349] In the composition according to Comparative Example 3, which contained a relatively large amount of water-soluble acid, the hydrophobic pigment could not be uniformly dispersed, while the skin care active agent was dissolved without precipitation of crystals.
[0350] Therefore, the compositions according to Comparative Examples 1 to 3 cannot provide uniform coloring and skin care effects, especially when applied onto keratinous materials such as skin and lips using a device to deliver the composition into the surface layer of the keratinous material. [Explanation of symbols]
[0351] 1. Microneedle sheet 2 Transducers
Claims
1. (a) At least one skin care active agent, (b) At least one water-soluble acid, (c) At least one hydrophobic pigment, (d) At least one polyol, (e) Water A composition, preferably a cosmetic composition, more preferably a skin cosmetic composition, comprising (b) the amount of the water-soluble acid is less than 5% by mass based on the total mass of the composition, and (e) the amount of water is less than 15% by mass based on the total mass of the composition, The composition.
2. The composition according to claim 1, wherein the skin care active agent is water-soluble, preferably selected from anti-wrinkle agents, whitening agents, and mixtures thereof, more preferably selected from niacinamide, tranexamic acid, and mixtures thereof.
3. (b) The composition according to claim 1, wherein the water-soluble acid is an organic acid, preferably a hydroxy acid, more preferably selected from lactic acid, citric acid, tartaric acid, and mixtures thereof.
4. (b) The composition according to claim 1, wherein the amount of the water-soluble acid is from 0.01% to less than 5% by mass, preferably from 0.05% to 4% by mass, more preferably from 0.1% to 3% by mass based on the total mass of the composition.
5. (c) The hydrophobic pigment has at least one hydrophobic coating; preferably selected from iron oxide, titanium dioxide having at least one hydrophobic coating, and mixtures thereof; more preferably selected from iron oxide, titanium dioxide, and mixtures thereof treated with mono-alkyltri-acyl titanate. The composition according to claim 1.
6. (c) The composition according to claim 1, wherein the amount of the hydrophobic pigment is from 1% to 50% by mass, preferably from 5% to 45% by mass, more preferably from 10% to 40% by mass based on the total mass of the composition.
7. (d) The composition according to claim 1, wherein the polyol is a diol, preferably an alkylene glycol, more preferably selected from propylene glycol, dipropylene glycol, and mixtures thereof.
8. (d) The composition according to claim 1, wherein the amount of the polyol is from 10% to 60% by mass, preferably from 20% to 55% by mass, more preferably from 30% to 50% by mass based on the total mass of the composition.
9. (e) The amount of water is 1% by mass to less than 15% by mass, preferably 3% by mass to 12% by mass, more preferably 5% by mass to 10% by mass, based on the total mass of the composition, of the composition according to claim 1.
10. (f) The composition according to claim 1, further comprising at least one oil, wherein the at least one oil is preferably selected from polar oils, more preferably selected from ester oils.
11. A beauty method for keratinous substances such as skin and lips, comprising the step of applying the composition according to any one of claims 1 to 10 onto the keratinous substance, and the step of applying at least one device onto the keratinous substance onto which the composition has been applied to deliver the composition into the surface layer of the keratinous substance The beauty method comprising.
12. The beauty method according to claim 11, wherein the device comprises a microneedle sheet having a substrate sheet and a plurality of microneedles on the substrate sheet such that the microneedles can penetrate into the keratinous substance and thereby deliver the composition into the surface layer of the keratinous substance.
13. A kit for keratinous substances such as skin and lips, comprising the composition according to any one of claims 1 to 10, and at least one device for delivering the composition into the surface layer of the keratinous substance The kit comprising.
14. The kit according to claim 13, wherein the device comprises a microneedle sheet having a substrate sheet and a plurality of microneedles on the substrate sheet such that the microneedles can penetrate into the keratinous substance and thereby deliver the composition into the surface layer of the keratinous substance.
15. Use of the composition according to any one of claims 1 to 10, in combination with at least one device for delivering the composition into the surface layer of keratinous substances such as skin and lips, for providing a uniform coloring effect and a skin care effect on the keratinous substance.