Organopolysiloxane and cosmetic preparation containing same
An organopolysiloxane modified with a hydroxystearic acid derivative addresses the issue of poor powder dispersion in silicone oils, enhancing stability and spreadability in cosmetics.
Patent Information
- Application Number
- PCT/JP2025/015209
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-04-25
- Filing Date
- 2025-04-18
- Publication Date
- 2025-10-30
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Figure JP2025015209_30102025_PF_FP_ABST
Abstract
Description
Organopolysiloxane and cosmetics containing same
[0001] The present invention relates to organopolysiloxanes and cosmetics containing the same.
[0002] In cosmetics, polyhydroxystearic acid is used as a dispersant for fine powder particles such as pigments and UV scattering agents. By stably dispersing the powder in an oil, it is possible to eliminate uneven coloring during application in the case of pigments, and to prevent whitening after application in the case of fine powder particles such as titanium oxide and zinc oxide, thereby improving the UV protection effect. In addition, since it can prevent the settling and aggregation of powders, it can improve the stability of cosmetics, and is therefore used in makeup, sunscreens, concealers, makeup bases, etc.
[0003] On the other hand, oils blended into cosmetics are selected depending on the purpose from hydrocarbon oils, higher fatty acids, higher alcohols, esters, polar oils such as ultraviolet absorbers, silicone oils, etc., but silicone oils, which are characterized by their light feel, are particularly popular. Furthermore, these oils are often used in combination, but because they differ in molecular weight and molecular polarity, the compatibility, feel, etc. of the oils used in combination must be carefully considered before they are used in cosmetics.
[0004] In cosmetics, powder dispersion stability is significantly influenced by the type of powder and its surface treatment agent, the type of oil, and the selection of dispersant. Polyhydroxystearic acid is known to exhibit excellent powder dispersion stability when used with polar oils such as hydrocarbon oils, higher fatty acids, higher alcohols, esters, and UV absorbers. Patent Document 1 discloses that inorganic oxide powders can be dispersed in ester oils containing 18 or more carbon atoms. However, it is incompatible with silicone oils, resulting in poor compatibility and poor dispersion stability. Patent Document 2 discloses that dispersion stability can be achieved by using polar oils, hydrocarbon oils, and silicone oils in combination, but the amount of silicone oil is limited to 50 parts by mass or less, preventing the light feel of silicone from being fully achieved. As described above, there has been a need for a material that combines the dispersion stability of polyhydroxystearic acid with good compatibility with silicone oil.
[0005] International Publication No. 2016 / 121761 Japanese Patent Application Laid-Open No. 2022-118436
[0006] The present invention has been made in view of the above circumstances, and has as its object to provide an organopolysiloxane that exhibits excellent dispersibility in silicone oils and powders, and excellent dispersion stability over time, and that, when incorporated into cosmetics, exhibits good spreadability and compatibility with the skin, has no limit on the amount of silicone oil that can be incorporated, and exhibits excellent stability over time, as well as a cosmetic containing the organopolysiloxane.
[0007] As a result of extensive research into achieving the above object, the present inventors discovered that the above problems could be solved by using an organopolysiloxane represented by the following formula (1), which led to the completion of the present invention.
[0008] Accordingly, the present invention provides the following organopolysiloxane and cosmetic: 1. An organopolysiloxane represented by the following formula (1): [In the formula, R 1 are independently an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 15 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, and -Q-O-R 4 (Q is an alkylene group having 2 to 4 carbon atoms, R 4 R is a monovalent organic group selected from the group consisting of alkyl groups having 3 to 30 carbon atoms; 2 is a hydroxystearic acid derivative represented by the following formula (2): (wherein X represents a hydrogen atom or a monovalent cation, n is 2 to 22, and m is 1 to 20.) R 3 is a group represented by the following formula (3) or (4): (In the formula, R 1 are independently the same as above. h is 0 to 5, i is 0 to 80, and j is 0 to 3. a is 0 to 100, b is 0 to 10, c is 0 to 5, d is 0 or more, e is 0 or more, and f and g are numbers that satisfy the equation f+g=2+d+e×2, provided that b and g are not simultaneously 0. The bonding order of the siloxane units in the above formula (1) may be block or random. 2. The organopolysiloxane according to 1, which is an organopolysiloxane represented by the following formula (5): (In the formula, R 1, a, n, and m are as defined above.) 3. A cosmetic comprising 0.1 to 40 mass% of the organopolysiloxane according to 1 or 2 relative to the total mass of the cosmetic. 4. The cosmetic according to 3, wherein the cosmetic is a non-aqueous emulsion containing a component selected from silicone oil, ester oil, glyceride oil, and mixtures thereof. 5. The cosmetic according to 3, wherein the cosmetic contains powder and is in the form of a liquid, paste, or solid in which the powder is dispersed. 6. The cosmetic according to 3, wherein the cosmetic contains water and a surfactant and is in the form of an emulsion. 7. The cosmetic according to 3, wherein the cosmetic contains an organic ultraviolet absorber.
[0009] According to the present invention, it is possible to provide an organopolysiloxane modified with a hydroxystearic acid derivative, which has excellent dispersibility and dispersion stability in silicone oils and powders, and when blended into cosmetics, has good spreadability and compatibility with the skin, is not limited by the amount of silicone oil blended, and has excellent stability over time, as well as cosmetics blended therewith.
[0010] The present invention will be described in detail below. In the present invention, ingredient names may be written as cosmetic names or International Nomenclature of Cosmetic Ingredients (INCI). When the cosmetic name corresponds to the INCI, the cosmetic name or the English name may be omitted.
[0011] The organopolysiloxane of the present invention is represented by the following formula (1) and is an organopolysiloxane modified with a hydroxystearic acid derivative. [In the formula, R 1 are independently an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 15 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, and -Q-O-R 4 (Q is an alkylene group having 2 to 4 carbon atoms, R 4 R is a monovalent organic group selected from the group consisting of alkyl groups having 3 to 30 carbon atoms; 2 is a hydroxystearic acid derivative represented by the following formula (2): (wherein X represents a hydrogen atom or a monovalent cation, n is 2 to 22, and m is 1 to 20.) R 3 is a group represented by the following formula (3) or (4): (In the formula, R 1 are independently the same as above. h is 0 to 5, i is 0 to 80, and j is 0 to 3. a is 0 to 100, b is 0 to 10, c is 0 to 5, d is 0 or more, e is 0 or more, and f and g are numbers that satisfy the equation f+g=2+d+e×2, provided that b and g cannot be 0 at the same time. The bonding order of the siloxane units in the above formula (1) may be block or random.]
[0012] R 1 are independently an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 15 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, -Q-O-R 4 (Q is an alkylene group having 2 to 4 carbon atoms, R 4 is an alkyl group having 3 to 30 carbon atoms). Specifically, linear and branched alkyl groups such as methyl, ethyl, propyl, butyl, hexyl, octyl, decyl, dodecyl, tetradecyl, and hexadecyl groups, cycloalkyl groups such as cyclopentyl and cyclohexyl groups, aryl groups such as phenyl and tolyl groups, aralkyl groups such as benzyl groups, —C2H4OC 11 C 23 , -C2H4OC 12 C 25 , -C3H6OC 16 C 33 , -C3H6OC 18 C 37 , -C3H4OC 22 C 45 Among these, methyl and butyl groups are preferred, with methyl being more preferred. When oils such as hydrocarbon oils, higher fatty acids, higher alcohols, esters, and polar oils such as ultraviolet absorbers are blended, dodecyl, hexadecyl, -C3H6OC 18 C 37 is preferred.
[0013] R 2 is a hydroxystearic acid derivative represented by the following formula (2). (In the formula, X represents a hydrogen atom or a monovalent cation, n represents an integer of 2 to 22, and m represents an integer of 1 to 20.)
[0014] X represents a hydrogen atom or a monovalent cation, and specific examples of the monovalent cation include alkali metal ions such as lithium, sodium, and potassium, and salts such as ammonium and alkylamine. A hydrogen atom, sodium, or potassium is preferred. n is 2 to 22, preferably 5 to 22, and more preferably 5 to 15. m is 1 to 20, preferably 2 to 15, and more preferably 5 to 12.
[0015] R 3 is a group represented by the following formula (3) or (4): (In the formula, R 1 are independently the same as above. h is 0 to 5, i is 0 to 80, and j is 0 to 3.
[0016] R 1 is the same as above, h is 0 to 5, and when the compound is obtained by an addition reaction between a vinylsiloxy group and a hydrosilyl group, h is 0. Furthermore, i is 0 to 80, and preferably 1 to 10. If i exceeds 80, the adsorption of the dispersant to the powder becomes poor, and dispersion stability deteriorates. j is 0 to 3, and preferably 0 or 1.
[0017] a is 0 to 100, b is 0 to 10, c is 0 to 5, d is 0 or more, e is 0 or more, and f and g are numbers that satisfy the equation f + g = 2 + d + e × 2. However, b and g cannot be 0 at the same time. The bonding order of each siloxane unit in the above formula (1) may be block or random. If a exceeds 100 or c exceeds 5, the adsorption of the dispersant to the powder will be poor, and dispersibility stability will deteriorate. Furthermore, if b exceeds 10, the polarity will be high and the viscosity of the dispersant itself will increase, thereby deteriorating dispersibility stability. Since compatibility differs depending on the type of oil used, the preferred values for these will vary, but preferably a is 0 to 60, b is 1 to 5, c is 0 to 3, d is 0 to 3, e is 0 to 3, and f + g is 2 to 11. It is more preferable that a is 1 to 50 and b is 1 to 3.
[0018] As the organopolysiloxane represented by the above formula (1), for example, an organopolysiloxane represented by the following formula (5) is preferred. (In the formula, R 1 , a, n, and m are the same as above.)
[0019] The weight-average molecular weight of the organopolysiloxane of the present invention is 1,000 to 20,000, preferably 1,000 to 5,000 in view of the balance between the viscosity of the dispersant itself and the compatibility with the oil. Note that, in the present invention, the molecular weight refers to the weight-average molecular weight value determined by GPC (gel permeation chromatography) analysis using polystyrene as a standard substance under the following conditions: [Measurement conditions] Developing solvent: tetrahydrofuran (THF) Flow rate: 0.6 mL / min Detector: differential refractive index detector (RI) Column: TSK Guard column Super H-H TSKgel Super HM-N (6.0 mm I.D. × 15 cm × 1) TSKgel Super H2500 (6.0 mm I.D. × 15 cm × 1) (all manufactured by Tosoh Corporation) Column temperature: 40°C Sample injection volume: 50 μL (THF solution with a concentration of 0.3% by mass)
[0020] [Production Method] The organopolysiloxane of the present invention represented by the above formula (1) can be obtained, for example, by the following method.
[0021] [Step 1: Synthesis of Unsaturated Hydrocarbon Group-Containing Hydroxystearic Acid] Hydroxystearic acid can be synthesized by a dehydration condensation reaction between an ω-unsaturated carboxylic acid and hydroxystearic acid in the presence of a catalyst. Esterification reactions by dehydration condensation are known, and examples of catalysts that can be used include strong acids such as sulfuric acid and p-toluenesulfonic acid, organic titanium compounds such as tetramethyl titanate, tetraethyl titanate, and tetrabutyl titanate, organic tin compounds such as dibutyltin laurate, tin octoate, dibutyltin oxide, and dibutyltin acetate, and inorganic tin compounds such as stannous halides such as stannous chloride and stannous bromide.
[0022] [Step 2: Synthesis of silylated compound of unsaturated hydrocarbon group-containing hydroxystearic acid] The compound can be synthesized by reacting the unsaturated hydrocarbon group-containing hydroxystearic acid obtained in step 1 with a silylating agent. A known method can be used for the silylation reaction, and the silylating agent can be a chlorosilane such as trimethylchlorosilane or t-butyldimethylchlorosilane, or a silazanes such as hexamethyldisilazane.
[0023] [Step 3: Synthesis of Formula (1)] The silylated compound of unsaturated hydrocarbon group-containing hydroxystearic acid obtained in Step 2 is subjected to an addition reaction with an organohydrogenpolysiloxane. The addition reaction between a hydrosilyl group and an unsaturated hydrocarbon group is known, and a platinum-based catalyst, a rhodium-based catalyst, or a palladium-based catalyst can be used, with a platinum-based catalyst being preferred, such as chloroplatinic acid, alcohol-modified chloroplatinic acid, or a chloroplatinic acid-vinylsiloxane complex. The addition reaction is followed by a desilylation reaction, allowing synthesis. A known method can be used for the desilylation reaction, and synthesis can be achieved by, for example, hydrolysis.
[0024] [Cosmetics] The organopolysiloxane of the present invention is suitable for use in cosmetics that are applied externally to the skin or hair. The organopolysiloxanes can be used alone or in combination of two or more. When used in cosmetics, the amount of organopolysiloxane is preferably 0.1 to 40% by mass, more preferably 0.5 to 15% by mass, of the total cosmetic.
[0025] The cosmetic of the present invention can contain one or more oils depending on the purpose. There are no particular limitations on the oils used in conventional cosmetics, pharmaceuticals, etc., and any oil, whether solid, semi-solid, or liquid, can be used. Examples include silicone oils, hydrocarbon oils, ester oils, glyceride oils, natural animal and vegetable oils and semi-synthetic oils and fats, and higher alcohols. Among these, components selected from silicone oils, ester oils, glyceride oils, and mixtures thereof are preferred.
[0026] Examples of silicone oils that can be used in the present invention include cyclotetrasiloxane (INCI), cyclopentasiloxane (INCI), cyclohexasiloxane (INCI), dimethicone (INCI), methyl trimethicone (INCI), tetraquistrimethylsiloxysilane, caprylyl methicone (INCI), phenyl trimethicone (INCI), diphenylsiloxyphenyl trimethicone (INCI), diphenyl dimethicone (INCI), trifluoromethyl alkyl (C1-4) dimethicone, amodimethicone (INCI), aminopropyl dimethicone (INCI), and PCA dimethicone (INCI).
[0027] Examples of hydrocarbon oils include linear, branched, and volatile hydrocarbon oils, and specific examples thereof include isoparaffins such as olefin oligomers (INCI), (C13,14) isoparaffin (INCI), isododecane (INCI), undecane (INCI), dodecane (INCI), isohexadecane (INCI), hydrogenated polyisobutene (INCI), squalane (INCI), mineral oil (INCI), palm alkanes (INCI), and (C13-15) alkanes (INCI).
[0028] Examples of ester oils include alkyl glycol monoisostearates such as diisobutyl adipate (INCI: Diisobutyl Adipate), dihexyldecyl adipate (display name), diheptylundecyl adipate (INCI: Diheptylundecyl Adipate), and isostearyl isostearate (INCI: Isostearyl Isostearate), isocetyl isostearate (INCI: Isocetyl Isostearate), trimethylolpropane triisostearate (INCI: Trimethylolpropane Triisostearate), glycol diethylhexanoate (INCI: Glycol Diethylhexanoate), and cetyl ethylhexanoate (INCI: Cetyl octyldodecyl esters such as trimethylolpropane triethylhexanoate (INCI: Trimethylolpropane Triethylhexanoate), pentaerythrityl tetraethylhexanoate (INCI: Pentaerythrityl Tetraethylhexanoate), octyldodecyl stearoyloxystearate (INCI: Octyldodecyl Stearoyl Stearate), oleyl oleate (INCI: Oleate), octyldodecyl oleate (INCI: Octyldodecyl Oleate), decyl oleate (INCI: Decyl Oleate), neopentyl glycol dioctanoate (INCI: Neopentyl Glycol Diethylhexanoate), neopentyl glycol dicaprate (INCI: Neopentyl Glycol Dicaprate), diisostearyl malate (INCI: Diisostearyl Malate), triethyl citrate (INCI: Triethyl Citrate), diethylhexyl succinate (INCI: Diethylhexyl Succinate), amyl acetate (INCI: Amyl Acetate), ethyl acetate (INCI: Etyl Acetate), butyl acetate (INCI: Butyl Acetate),Isocetyl stearate (INCI: Isocetyl stearate), butyl stearate (INCI: Butyl stearate), diisopropyl sebacate (INCI: Diisopropyl sebacate), diethylhexyl sebacate (INCI: Diethylhexyl sebacate), cetyl lactate (INCI: Cetyl lactate), myristyl lactate (INCI: Myristyl lactate), isononyl isononanoate (INCI: Isononyl isononanoate), isotridecyl isononanoate (INCI: Isotridecyl isononanoate), isopropyl palmitate (INCI: Isopropyl palmitate) palmitate esters such as ethylhexyl palmitate (INCI: Ethylhexyl Isopalmitate) and hexyldecyl palmitate (INCI: Isocetyl Palmitate, Hexyldecyl Palmitate); cholesteryl hydroxystearate (INCI: Cholesteryl Hydroxystearate); isopropyl myristate (INCI: Isopropyl Myristate); octyldodecyl myristate (INCI: Octyldodecyl Myristate); myristyl myristate (INCI: Myristyl Myristate), ethylhexyl laurate (INCI: Ethylhexyl Laurate), hexyl laurate (INCI: Hexyl Laurate), dioctyldodecyl lauroyl glutamate (INCI: Dioctyldodecyl Lauroyl Glutamate), and lauroyl sarcosine isopropyl ester (INCI: Isopropyl Lauroyl Sarcosinate). Examples of glyceride oils include triethylhexanoin (INCI), tri(caprylic acid / capric acid)glyceryl (INCI: Caprylic / Capric Triglyceride), cocoglyceryl (INCI), (caprylic acid / capric acid / succinic acid) triglyceride (INCI: Caprylic / Capric / Succinic Triglyceride),(Caprylic / capric acid) glycerides (INCI), etc.
[0029] Examples of natural animal and vegetable oils and semi-synthetic oils include avocado oil (INCI: Persea Gratissima (Avocado) Oil), linseed oil (INCI: Linum Usitatissimum (Linseed) Seed Oil), almond oil (INCI: Prunus Amygdalus Dulcis (Sweet Almond) Oil), ivotaro, perilla oil (labeled name), perilla oil, olive oil (INCI: Olea Europaea (Olive) Fruit Oil), cocoa butter, kapok wax, and American grass oil (INCI: Torreya California (California Nutmeg)). Oil), Cymbopogon Nardus (Citronella) Oil, Torreya Seed Oil (INCI: Torreya Nucifera Seed Oil), Carnauba Wax (INCI: Copernicia Cerifera (Carnauba) Wax), Cod Liver Oil, Candelilla Wax (INCI: Euphorbia Cerifera (Candelilla) Wax), Refined Candelilla Wax, Beef Tallow, Beef Foot Fat, Beef Bone Fat, Hydrogenated Beef Tallow, Kyounin Oil (INCI: Kyounin Yu), Sperm Wax, Hydrogenated Oil, Wheat Germ Oil (INCI: Triticum Vulgare (Wheat) Germ Oil) Oil), Sesame Oil (INCI: Sesamum Indicum (Sesame) Seed Oil), Rice Germ Oil (INCI: Oryza Sativa (Rice) Germ Oil), Rice Bran Oil (INCI: Oryza Sativa (Rice) Bran Oil), Sugarcane Wax (INCI: Saccharum Officinarum (Sugarcane) Wax), Camellia Sasanqua Oil (INCI: Camellia Kissi Seed Oil), Safflower Oil (INCI: Carthamus Tinctorius (Safflower) Seed Oil), shea butter (INCI: Butyrospermum Parkii (Shea Butter)), Chinese ginger oil, cinnamon oil, jojoba wax, squalane (INCI), squalene (INCI), shellac wax, turtle oil (INCI: Turtle Oil),Soybean oil (INCI: Glycine Soja (Soybean) Oil), tea seed oil (INCI: Camellia Sinensis Seed Oil), camellia oil (INCI: Camellia Japonica Seed) Oil), Evening Primrose Oil (INCI), Zea Mays (Corn) Germ Oil), lard (INCI:Lard), rapeseed oil, Japanese tung oil, rice bran wax (INCI:Oryza Sativa (Rice) Bran Wax), germ oil, horse tallow (INCI:Horse) Fat), Persic Oil (Label name), Palm Oil (INCI: Elaeis Guineensis (Palm) Oil), Palm Kernel Oil (INCI: Elaeis Guineensis (Palm) Kernel Oil), Castor Oil (INCI: Ricinus Communis (Castor) Seed Oil), Hydrogenated Castor Oil, Castor Fatty Acid Methyl Esters, Sunflower Oil (INCI: Helianthus Annuus (Sunflower) Seed Oil), Grape Seed Oil (INCI: Vitis Vinifera (Grape) Seed Oil), Bayberry Wax, Jojoba Seed Oil (INCI: Simmondsia Chinensis) (Jojoba) Seed Oil), Macadamia Ternifolia Seed Oil (INCI: Macadamia Ternifolia Seed Oil), Macadamia Nut Oil (INCI: Macadamia Integrifolia Seed Oil), Beeswax (INCI: Beeswax), Mink Oil, Meadowfoam Oil (INCI: Limnanthes Alba (Meadowfoam) Seed Oil), Cottonseed Oil (INCI: Gossypium Herbaceum (Cotton) Seed Oil), Cotton Wax, Japan Wax (INCI: Rhus Succedanea Fruit) Wax), Japan Wax Kernel Oil, Montan Wax (INCI: Montan Wax), Coconut Oil (INCI: Cocos Nucifera (Coconut) Oil), Hardened Coconut Oil, Tri-Coconut Fatty Acid Glycerides, Sheep Tallow,Examples of such oils include peanut oil (INCI: Arachis Hypogaea (Peanut) Oil), lanolin (INCI: Lanolin), liquid lanolin (INCI: Lanolin Oil), reduced lanolin, lanolin alcohol (INCI), hard lanolin, acetated lanolin, acetated lanolin alcohol (INCI: Acetylated Lanolin Alcohol), isopropyl lanolinate (INCI: Isopropyl Lanolate), POE lanolin alcohol ether, POE lanolin alcohol acetate, polyethylene glycol lanolinate, POE hydrogenated lanolin alcohol ether, and egg yolk oil (INCI: Egg Oil), where POE stands for polyoxyethylene.
[0030] Examples of higher alcohols include lauryl alcohol (INCI), myristyl alcohol (INCI), palmityl alcohol, stearyl alcohol (INCI), behenyl alcohol (INCI), hexadecyl alcohol, oleyl alcohol (INCI), isostearyl alcohol (INCI), hexyldodecanol, octyldodecanol (INCI), cetostearyl alcohol, 2-decyltetradecynol, cholesterol (INCI), phytosterols (INCI), POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), and monooleyl glyceryl ether (selachyl alcohol).
[0031] When an oil is blended, the amount varies depending on the formulation, but is preferably 1 to 90% by mass, more preferably 5 to 70% by mass, of the entire cosmetic.
[0032] The cosmetic of the present invention can contain one or more types of powder depending on its purpose. As the powder, any type commonly used in cosmetics can be used, regardless of its shape (spherical, acicular, plate-like, etc.), particle size (aerosol, fine particles, pigment-grade, etc.), or particle structure (porous, non-porous, etc.), and one or more types can be used. Examples of powders include inorganic powders, organic powders, surfactant metal salt powders, colored pigments, pearl pigments, metal powder pigments, tar dyes, and natural dyes.
[0033] Specifically, examples of inorganic powders include titanium oxide (INCI: Tiatanium Dioxide), zirconium oxide (INCI: Zirconium Dioxide), zinc oxide (INCI: Zinc Oxide), cerium oxide (INCI: Cerium Oxide), magnesium oxide (Magnesium Oxide), barium sulfate (Barium Sulfate), calcium sulfate (Calcium Sulfate), magnesium sulfate (Magnesium Sulfate), calcium carbonate (Calcium Carbonate), and magnesium carbonate (Magnesium Carbonate). Carbonate), talc (INCI: Talc), mica (INCI: Mica), kaolin (INCI: Kaolin), sericite, titanium mica (TITANIUM MICA), silica (INCI: Silica), hydrated silica (INCI: Hydrated Silica), aluminum silicate (INCI: Aluminum Silicate), magnesium silicate (INCI: Magnesium Silicate), magnesium aluminum silicate (INCI: Magnesium Aluminum Silicate), calcium silicate (INCI: Calcium Examples of suitable inorganic fillers include silicate, hydroxyapatite (INCI: Hydroxyapatite), bentonite (INCI: Bentonaite), montmorillonite (INCI: Montmorillonate), hectorite (INCI: Hectorite), zeolite (INCI: Zeolite), alumina (INCI: Alumina), aluminum hydroxide, and boron nitride (INCI: Boron Nitride).
[0034] Examples of organic powders include polyamide, polyester, polyethylene (INCI: Polyethylene), polypropylene (INCI: Polypropylene), polystyrene (INCI: Polystyrene), polyurethane, polymethyl methacrylate (INCI: Polymethyl Methylacrylate), cellulose (INCI: Cellulose), silk, nylon, and silicone (INCI: Vinyl Dimethicone / Methicone Crosspolymer, Polymethylsilsesquioxane, Vinyl Dimethicone / Methicone Silsesquioxane). Crosspolymer, Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane Crosspolymer, Polysilicone-1 Crosspolymer, Polysilicone-22), etc.
[0035] Examples of surfactant metal salt powders (metal soaps) include zinc stearate (INCI: Zinc Stearate), aluminum stearate, calcium stearate, magnesium stearate, zinc myristate (INCI: Zinc Myristate), and magnesium myristate. Examples of colored pigments include inorganic red pigments such as iron oxide (INCI: Iron Oxide), iron hydroxide, and iron titanate, inorganic brown pigments such as γ-iron oxide, inorganic yellow pigments such as yellow iron oxide and yellow ocher (INCI: Yellow Ochre), inorganic black pigments such as black iron oxide and carbon black (INCI: Carbon Black), inorganic purple pigments such as manganese violet (INCI: Manganese Violet), chromium hydroxide (INCI: Chromium Hydroxide Green), chromium oxide (INCI: Chromium Oxide Green), and cobalt titanate (INCI: Cobalt Titanium). Examples of suitable pigments include inorganic green pigments such as Iron Oxide, inorganic blue pigments such as Iron Blue and Ultramarine, and synthetic resin powders obtained by combining these powders.
[0036] Examples of pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica.
[0037] Examples of metal powder pigments include aluminum powder and copper powder (INCI: Copper Powder). Tar dyes include Red No. 3 (Erythrosine), Red No. 104 (Phloxine B), Red No. 106 (Acid red), Red No. 201 (Lithol rubine B), Red No. 202 (Lithol rubine BCA), Red No. 204 (Lake red CBA), Red No. 205 (Lithol red), Red No. 220 (Deep maroon), Red No. 226 (Helindone pink CN), Red No. 227 (Fast acid magenta), Red No. 228 (Parmatone red), Red No. 230 (Eosine YS), Red No. 401 (Violamine R), and Red No. 505 (Oil red). XO), Yellow No. 4 (Tartrazin), Yellow No. 5 (Sunset yellow FCF), Yellow No. 202 (Uranine K), Yellow No. 203 (Quinolin yellow WS), Yellow No. 204 (Quinolin yellow SS), yellow No. 401 (Hanza yellow), blue No. 1 (Brilliant blue FCF), blue No. 2 (Indigo carmine), blue No. 201 (Indigo), blue No. 404 (Phtalocyanine blue), Green No. 3 (Fast green FCF), Green No. 201 (Alizanine cyanine green F), Green No. 204 (Pyranine Examples of natural dyes include Green No. 205 (Light green SF yellowwish), Orange No. 201 (Dibromofluorescein), Orange No. 203 (Permanent orange), Orange No. 204 (Benzidine orange G), Orange No. 206 (Diiodofluorescein), and Orange No. 207 (Erlthrosine yellowwish NA). Examples of natural dyes include cochineal, laccaic acid (INCI: Laccaic Acid), carthamin, Brazilin, and crocin.
[0038] These powders may be composite powders or powders treated with general oils, silicone oils, fluorine compounds, surfactants, or the like. As needed, powders may also be used, such as those treated with a hydrolyzable silyl group or an alkyl group having a hydrogen atom directly bonded to the silicon atom, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom and co-modified with a long-chain alkyl, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom and co-modified with a polyoxyalkylene, and acrylic-silicone copolymers having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom.
[0039] When a powder is blended, the amount varies depending on the formulation, but is preferably in the range of 2 to 95% by mass, and more preferably 5 to 70% by mass, of the entire cosmetic. When a powder is blended, the form thereof is not particularly limited, but is preferably liquid, paste, or solid.
[0040] A cosmetic composition may be prepared as a dispersion containing the organopolysiloxane of the present invention, an oil, and a powder, or the dispersion may be prepared in advance and then blended into a cosmetic composition. The organopolysiloxane of the present invention has high dispersibility in various oils, particularly in oils containing silicone oil, making it possible to obtain a low-viscosity dispersion. The viscosity of the dispersion at 25°C is preferably less than 4,000 mPa·s, more preferably 500 mPa·s or more and less than 2,000 mPa·s. In the present invention, viscosity refers to the value measured at 25°C using a Brookfield rotational viscometer (B-type viscometer) as described in JIS K 7111-1:1999. The amount of organopolysiloxane in the dispersion is preferably 2 to 15% by mass, more preferably 3 to 10% by mass. The amount of oil is preferably 10 to 70% by mass, more preferably 20 to 60% by mass. The amount of powder is preferably 10 to 70% by mass, more preferably 30 to 70% by mass. When a dispersion is blended, the amount is preferably 3 to 80% by mass, more preferably 5 to 70% by mass of the entire cosmetic.
[0041] The cosmetic of the present invention may be in the form of an emulsion further containing water and one or more surfactants depending on the purpose. When water is added, the amount varies depending on the formulation, but is preferably 1 to 95% by mass, and more preferably 20 to 80% by mass, of the total cosmetic.
[0042] The surfactant may be, for example, anionic, cationic, nonionic, or amphoteric surfactants, but is not particularly limited thereto, and any surfactant that is used in ordinary cosmetics may be used.
[0043] Examples of anionic surfactants include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and their salts, condensate salts of amino acids and fatty acids, alkanesulfonates, alkenesulfonates, sulfonates of fatty acid esters, sulfonates of fatty acid amides, formalin condensation sulfonates, alkyl sulfates, secondary higher alcohol sulfates, alkyl and allyl ether sulfates, sulfates of fatty acid esters, sulfates of fatty acid alkylolamides, sulfate salts of turmeric oil, alkyl phosphates, ether phosphates, alkyl allyl ether phosphates, amide phosphates, N-acyl lactates, N-acyl sarcosine salts, N-acyl amino acid surfactants, and the like; and examples of cationic surfactants include alkylamine salts, amine salts of polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, and imidazolium salts.Examples of nonionic surfactants include sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sucrose fatty acid esters, methyl glucoside fatty acid esters, alkyl polyglucosides, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene propylene glycol fatty acid esters, polyoxyethylene castor oil, poly Examples of the surfactant include oxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, linear or branched polyoxyalkylene-modified organopolysiloxane, linear or branched polyoxyalkylene-alkyl co-modified organopolysiloxane, linear or branched polyglycerin-modified organopolysiloxane, linear or branched polyglycerin-alkyl co-modified organopolysiloxane, alkanolamide, sugar ether, and sugar amide. Examples of the amphoteric surfactant include betaine, phosphatidylcholine, aminocarboxylate, imidazoline derivative, and amidoamine type.
[0044] Among these surfactants, preferred are linear or branched organopolysiloxanes having a polyoxyalkylene chain or a polyglycerin chain in the molecule, or linear or branched organopolysiloxanes further having a long-chain alkyl group having 6 to 20 carbon atoms. In these surfactants, the content of the hydrophilic polyoxyalkylene group or polyglycerin residue preferably accounts for 10 to 85 mass% of the molecule.
[0045] When a surfactant is blended, the amount is preferably 0.1 to 20% by mass, more preferably 0.2 to 10% by mass, of the total cosmetic composition.
[0046] The cosmetic of the present invention can contain one or more organic UV absorbers depending on the purpose. As the organic UV absorber, any organic UV absorber, whether solid, semi-solid, or liquid, can be used as long as it is one that is commonly used in cosmetics.
[0047] Specifically, homosalate (INCI), octocrylene (INCI), t-butyl methoxydibenzoylmethane (INCI: Butyl Methoxydibenzoylmethane), ethylhexyl salicylate (INCI: Ethylhexyl Salicylate), diethylamino hydroxybenzoyl hexyl benzoate (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate), Benzoate), Oxybenzone-6 (INCI: Benzophenone-6), Oxybenzone-9 (INCI: Benzophenone-9), Oxybenzone-1 (INCI: Benzophenone-1), Polysilicone-15 (INCI), Dimethoxybenzylidene dioxoimidazolidine octyl propionate (INCI: Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate), Oxybenzone-2 (INCI: Benzophenone-2), Terephthalylidene Dicamphor Sulfonic Acid (INCI: Terephthalylidene Dicamphor Sulfonic Acid) Acid), Ethylhexyl Triazone (INCI), Bis(trimethylsiloxy)silylisopentyl Methyl Trimethoxycinnamate (INCI: Isopentyl Trimethoxycinnamate Trisiloxane), Drometrizole Trisiloxane (INCI), Ethylhexyl Dimethyl PABA (INCI: Ethylhexyl Dimethyl PABA), Isopropyl Paramethoxycinnamate (INCI: Isopropyl Methoxycinnamate), Ethylhexyl Methoxycinnamate (INCI: Ethylhexyl Methoxycinnamate), Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine), Oxybenzone-3 (INCI: Benzophenone-3), Oxybenzone-4 (INCI: Benzophenone-4), Oxybenzone-5 (INCI: Benzophenone-5),Phenylbenzimidazole Sulfonic Acid (INCI: Phenylbenzimidazole Sulfonic Acid), Methylene Bis-Benzotriazolyl Tetramethylbutylphenol (INCI: Methylene Bis-Benzotriazolyl Tetramethylbutylphenol), Glyceryl Ethylhexanoate Dimethoxycinnamate (INCI: Glyceryl Ethylhexanoate Dimethoxycinnamate), Glyceryl PABA (INCI: Glyceryl PABA), Methyl Diisopropylcinnamate (INCI: Diisopropyl Methyl Examples of such an absorbent include ethylhexyl dimethoxybenzylidene dioxoimidazolidine propionate (INCI: Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate), etc. Furthermore, a UVA absorber (e.g., hexyl diethylaminohydroxybenzoyl benzoate (INCI: Diethylamino Hydroxybenzoyl Hexyl Benzoate), etc.) and a UVB absorber (e.g., ethylhexyl methoxycinnamate (INCI: Ethylhexyl Methoxycinnamat), etc.) can be used in combination, and these can also be combined in any desired manner.
[0048] The amount of the organic ultraviolet absorber to be added varies depending on the formulation, but is preferably 0.1 to 30% by mass of the entire cosmetic.
[0049] The cosmetic composition of the present invention may contain an appropriate amount of any optional component other than the above-mentioned components, either alone or in combination of two or more, as long as the effects of the present invention are not impaired.
[0050] Compounds Having an Alcoholic Hydroxyl Group in Their Molecular Structure Depending on the purpose, the cosmetic of the present invention can contain one or more compounds having an alcoholic hydroxyl group in their molecular structure. Examples of compounds having an alcoholic hydroxyl group that can be added in the present invention include lower alcohols such as ethanol (INCI: Alcohol) and isopropanol (INCI: Isopropyl Alcohol), sugar alcohols such as sorbitol (INCI) and maltose (INCI), sterols such as cholesterol (INCI), sitosterol (INCI: Beta-Sitosterol), phytosterol (INCI), and lanosterol (INCI), and polyhydric alcohols such as butylene glycol (INCI), propylene glycol (INCI), dibutylene glycol, and pentylene glycol (INCI). When a compound having an alcoholic hydroxyl group in its molecular structure is added, the amount is preferably 0.1 to 98% by mass of the total cosmetic.
[0051] Water-soluble or water-swellable polymer compound One or more water-soluble or water-swellable polymer compounds may be blended into the cosmetic of the present invention depending on the purpose. For example, gum arabic (INCI: Acacia Senegal Gum), tragacanth gum (INCI: Astragalus Gummifer Gum), galactan, carob gum, guar gum (INCI: Cyamopsis Tetragonoloba (Guar) Gum), karaya gum (INCI: Sterculia Urens Gum), carrageenan (INCI: Chondrus crispus (Carrageenan)), pectin (INCI), agar (INCI: Agar), quince seed (INCI: Pyrus Cydonia Seed), rice starch (INCI: Oryza sativa L.), Plant-based polymer compounds such as rice starch (INCI: Triticum Vulgare (Wheat) Starch), potato starch (INCI: Solanum Tuberosum (Potato) Starch), corn starch, algae colloid, tolanthus gum (INCI: Astragalus Gummifer Gum), and locust bean gum; microbial-based polymer compounds such as xanthan gum (INCI), dextran (INCI), succinoglycan (INCI), and pullulan (INCI); animal-based polymer compounds such as collagen (INCI), casein (INCI), albumin (INCI), and gelatin (INCI); carboxymethyl starch Na (INCI: Sodium Carboxymethyl starch-based polymer compounds such as methyl cellulose (INCI), ethyl cellulose (INCI), methylhydroxypropyl cellulose (INCI), carboxymethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose (INCI), nitrocellulose (INCI), sodium cellulose sulfate (INCI), sodium carboxymethyl cellulose,Microcrystalline cellulose (INCI: Microcrystalline Cellulose), cellulose-based polymers such as cellulose powder, alginic acid-based polymer compounds such as sodium alginate (INCI: Algin) and propylene glycol alginate (INCI: Propylene Glycol Alginate), vinyl-based polymer compounds such as polyvinyl methyl ether and carboxyvinyl polymer, polyoxyethylene-based polymer compounds, polyoxyethylene-polyoxypropylene copolymer-based polymer compounds, acrylic polymers such as sodium polyacrylate (INCI: Sodium Polyacrylate), polyethyl acrylate (INCI: Polyethylacrylate), polyacrylamide (INCI), and acryloyldimethyltaurate copolymer, polyethyleneimine, cationic polymers, and other synthetic water-soluble polymers, bentonite (INCI), magnesium aluminum silicate (INCI: Magnesium Aluminum Silicate), Examples of water-soluble or water-swellable polymer compounds include inorganic water-soluble polymers such as silicate, montmorillonite (INCI), beidellite, nontronite, saponite, hectorite (INCI), and silicic anhydride. These water-soluble polymer compounds also include film-forming agents such as polyvinyl alcohol (INCI) and polyvinylpyrrolidone (INCI). When a water-soluble or water-swellable polymer compound is incorporated, its amount is preferably in the range of 0.1 to 25% by mass of the total cosmetic composition.
[0052] The cosmetic of the present invention can use one or more silicone resins depending on the purpose. The silicone resin is preferably an acrylic silicone resin of an acrylic / silicone graft or block copolymer. It is also possible to use an acrylic silicone resin containing one or more anionic moieties selected from a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, and a carboxylic acid moiety in the molecule. Furthermore, the silicone resin can be RSiO 1 / 2 Units and SiO 4 / 2 Resin composed of units, RSiO 1 / 2 Units and RSiO 2 / 2 Units and SiO 4 / 2Resin composed of units, RSiO 1 / 2 Units and RSiO 3 / 2 Resin composed of units, RSiO 1 / 2 Units and RSiO 2 / 2 Units and RSiO 3 / 2 Resin composed of units, RSiO 1 / 2 Units: RSiO 2 / 2 Units: RSiO 3 / 2 Units and SiO 4 / 2 Preferably, the silicone resin is a silicone network compound consisting of a resin composed of units (where R represents a monovalent organic group). Alternatively, a silicone network compound containing one or more moieties selected from a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, and an amino moiety in the molecule can also be used. Furthermore, silicone resins such as silicone-modified pullulan and silicone-modified norbornene can also be used.
[0053] When a silicone resin is blended, the amount is preferably 0.1 to 20% by mass, more preferably 1 to 10% by mass, of the entire cosmetic.
[0054] Depending on the purpose, the cosmetic of the present invention may contain a composition comprising one or more crosslinked organopolysiloxanes and an oil that is liquid at room temperature. It is preferable that this crosslinked organopolysiloxane swells by absorbing a liquid oil equal to or greater than its own weight. Examples of liquid oils that can be used include the above-mentioned liquid silicone oils, hydrocarbon oils, ester oils, natural animal and vegetable oils, semi-synthetic oils, and fluorine-based oils. For example, a crosslinked organopolysiloxane having a kinematic viscosity of 0.65 mm at 25°C as measured using a Cannon-Fenske viscometer according to JIS Z 8803:2011 may be used. 2 / s to 100.0 mm 2Examples of suitable crosslinking agents include low-viscosity silicone oils (e.g., 1 / s), liquid paraffin, hydrocarbon oils such as squalane, isododecane, and isohexadecane, glyceride oils such as trioctanoin, ester oils such as isotridecyl isononanoate, N-acyl glutamate, and lauroyl sarcosinate, and natural animal and vegetable oils such as macadamia nut oil. The crosslinking agent for this crosslinked organopolysiloxane preferably has two or more vinyl reactive sites in the molecule and forms a crosslinked structure by reacting with hydrogen atoms directly bonded to silicon atoms. Examples of crosslinking agents having two or more vinyl reactive sites in the molecule include organopolysiloxanes having two or more vinyl groups in the molecule, polyoxyalkylenes having two or more allyl groups in the molecule, polyglycerols having two or more allyl groups in the molecule, and α,ω-alkenyl dienes.
[0055] It is also possible to use a crosslinked organopolysiloxane containing at least one moiety selected from the group consisting of a polyoxyalkylene moiety, a polyglycerin moiety, a long-chain alkyl moiety, an alkenyl moiety, an aryl moiety, and a fluoroalkyl moiety in the crosslinked molecule.When a composition consisting of a crosslinked organopolysiloxane and an oil that is liquid at room temperature is blended, the amount is preferably 0.1 to 80% by mass, and more preferably 1 to 50% by mass, of the total cosmetic composition.
[0056] The cosmetic of the present invention can contain one or more silicone waxes depending on the intended purpose. Silicone waxes are silicone-modified olefin waxes obtained by addition reaction of an olefin wax having an unsaturated group composed of an α-olefin and a diene with an organohydrogenpolysiloxane having one or more hydrosilyl groups per molecule. The α-olefin in the olefin wax is preferably an α-olefin having 2 to 12 carbon atoms, such as ethylene, propylene, 1-butene, 1-hexene, or 4-methyl-1-pentene, and the diene is preferably butadiene, isoprene, 1,4-hexadiene, vinylnorbornene, ethylidenenorbornene, or dicyclopentadiene. The organohydrogenpolysiloxane having hydrosilyl groups can be linear or branched siloxane.
[0057] Furthermore, the cosmetic of the present invention may contain components used in ordinary cosmetics, such as oil-soluble gelling agents, resins, antiperspirants, moisturizing agents, antibacterial and preservative agents, antibacterial agents, fragrances, salts, antioxidants, pH adjusters, chelating agents, refreshing agents, anti-inflammatory agents, skin-beautifying ingredients (whitening agents, cell activators, agents for improving rough skin, blood circulation promoters, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, hair solidifying agents, etc. These components may be used alone or in combination of two or more, and each may be used in an appropriate amount.
[0058] Examples of oil-soluble gelling agents include metal soaps such as aluminum stearate, magnesium stearate (INCI: Magnesium Stearate), and zinc myristate (INCI: Zinc Myristate), amino acid derivatives such as N-lauroyl-L-glutamic acid (INCI: Lauroyl Glutamic Acid) and α,γ-di-n-butylamine, dextrin fatty acid esters such as dextrin palmitate (INCI: Dextrin Palmitate), dextrin stearate (INCI: Dextrin Stearate), and dextrin 2-ethylhexanoate palmitate (INCI: Dextrin Palmitate / Ethylhexanoate), and sucrose palmitate (INCI: Sucrose Palmitate / Ethylhexanoate). Examples of gelling agents include those selected from the group consisting of sucrose fatty acid esters such as sucrose palmitate, sucrose stearate (INCI: Sucrose Stearate), fructooligosaccharide fatty acid esters such as fructooligosaccharide stearic acid esters and fructooligosaccharide 2-ethylhexanoate, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol, and organically modified clay minerals such as dimethylbenzyldodecylammonium montmorillonite clay and dimethyldioctadecylammonium montmorillonite clay. The cosmetic composition of the present invention can achieve sufficient effects without incorporating these oil-soluble gelling agents.
[0059] Examples of antiperspirants include aluminum chlorohydrate (INCI), aluminum chloride (INCI), aluminum sesquichlorohydrate, zirconyl hydroxychloride, aluminum zirconium hydroxychloride, and aluminum zirconium glycine complex.
[0060] Examples of moisturizing agents include glycerin, sorbitol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, pentylene glycol, glucose, xylitol, maltitol, polyethylene glycol, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, polyoxyethylene methyl glucoside, polyoxypropylene methyl glucoside, egg yolk lecithin, soybean lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingophospholipids.
[0061] Examples of antibacterial and preservative agents include alkyl parahydroxybenzoates, benzoic acid (INCI: Benzoic Acid), sodium benzoate (INCI: Sodium Benzoate), sorbic acid (INCI: Sorbic Acid), potassium sorbate (INCI: Potassium Sorbate), and phenoxyethanol (INCI). Examples of antibacterial agents include benzoic acid, salicylic acid, carbolic acid (INCI), sorbic acid, alkyl parahydroxybenzoates, parachlorometacresol (INCI), hexachlorophene (INCI), benzalkonium chloride (INCI), chlorhexidine chloride (INCI: Chlorhexidine Dihydrochloride), trichlorocarbanilide, photosensitizers, and phenoxyethanol.
[0062] Examples of fragrances include natural fragrances and synthetic fragrances. Natural fragrances include plant-derived fragrances isolated from flowers, leaves, wood, peels, etc.; and animal-derived fragrances such as musk and civet. Synthetic fragrances include hydrocarbons such as monoterpenes; alcohols such as aliphatic alcohols and aromatic alcohols; aldehydes such as terpene aldehydes and aromatic aldehydes; ketones such as alicyclic ketones; esters such as terpene esters; lactones; phenols; oxides; nitrogen-containing compounds; acetals, etc.
[0063] Examples of salts include inorganic salts, organic acid salts, amine salts, and amino acid salts. Examples of inorganic salts include sodium, potassium, magnesium, calcium, aluminum, zirconium, and zinc salts of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid; examples of organic acid salts include salts of organic acids such as acetic acid (INCI: Acetic Acid), dehydroacetic acid (INCI: Dehydroacetic Acid), citric acid (INCI: Citric Acid), malic acid (INCI: Malic Acid), succinic acid (INCI: Succinic Acid), ascorbic acid (INCI: Ascorbic Acid), and stearic acid (INCI: Stearic Acid); examples of amine salts and amino acid salts include salts of amines such as triethanolamine (INCI: Triethanolamine), and salts of amino acids such as glutamic acid. In addition, salts of hyaluronic acid (INCI: Hyaluronic Acid), chondroitin sulfate, aluminum zirconium glycine complex, and even acid-alkali neutral salts used in cosmetic formulations can also be used.
[0064] Examples of antioxidants include tocopherol (INCI), p-t-butylphenol, butylhydroxyanisole (INCI), dibutylhydroxytoluene (INCI), and phytic acid. Examples of pH adjusters include lactic acid (INCI), citric acid (INCI), glycolic acid (INCI), succinic acid (INCI), tartaric acid (INCI), dl-malic acid (INCI), potassium carbonate (INCI), sodium bicarbonate (INCI), and ammonium bicarbonate (INCI). Examples of chelating agents include alanine (INCI), edetate sodium, sodium polyphosphate (INCI: Sodium Polyphosphate), sodium metaphosphate (INCI: Sodium Metaphosphate), phosphoric acid, etc. Examples of cooling agents include L-menthol and camphor, and examples of anti-inflammatory agents include allantoin (INCI), glycyrrhizic acid (INCI: Glycyrrhizic Acid) and salts thereof, glycyrrhetinic acid (INCI: Glycyrrhetinic Acid) and stearyl glycyrrhetinate (INCI: Stearyl Glycyrrhetinate), tranexamic acid, azulene (INCI), etc.
[0065] Examples of skin-beautifying ingredients include whitening agents such as placenta extract, arbutin (INCI), glutathione (INCI), and saxifragaceae extract (INCI: Saxifragata Sarmentosa Extract), royal jelly (INCI), photosensitizers, cholesterol derivatives, and cell activators such as calf blood extract, skin roughness improving agents, nonylic acid valenylamide, nicotinic acid benzyl ester (INCI: Benzyl Nicotinate), nicotinic acid β-butoxyethyl ester, capsaicin (INCI), zingerone, cantharides tincture, ichthammol (INCI), caffeine (INCI), tannic acid (INCI: Tannic Acid), α-borneol (INCI), and tocopheryl nicotinate (INCI: Tocopheryl Acetate). Examples of suitable anti-inflammatory agents include blood circulation promoters such as nicotinate, inositol hexanicotinate, cyclandelate, cinnarizine, tolazoline, acetylcholine, verapamil, cepharanthine, and γ-oryzanol (INCI); skin astringents such as zinc oxide and tannic acid; and antiseborrheic agents such as sulfur and thianthrol.
[0066] Examples of vitamins include vitamin A oil, vitamin A derivatives such as retinol (INCI), retinol acetate (INCI: Retinyl Acetate), and retinol palmitate (INCI: Retinyl Palmitate), vitamin B2 derivatives such as riboflavin (INCI), riboflavin tetrabutyrate (INCI: Riboflavin Tetrabutyrate), and flavin adenine nucleotide (INCI: Disodium Flavine Adenine Dinucleotide), and pyridoxine hydrochloride, pyridoxine dioctanoate, and pyridoxine tripalmitate (INCI: Pyridoxine Triphosphate). Vitamin B6s such as vitamin B12 and its derivatives, vitamin B15 and its derivatives, vitamin Cs such as L-ascorbic acid (INCI: Ascorbic Acid), L-ascorbic acid dipalmitate, sodium L-ascorbyl-2-sulfate (INCI: Disodium Ascorbyl Sulfate), and L-ascorbic acid phosphate dipotassium, vitamin Ds such as ergocalciferol (INCI) and cholecalciferol (INCI), α-tocopherol (INCI), β-tocopherol (INCI), γ-tocopherol (INCI), dl-α-tocopherol acetate (INCI: Tocopheryl Acetate), dl-α-tocopherol nicotinate (INCI: Tocopheryl Acetate), Vitamin E compounds such as dl-α-tocopherol succinate (INCI: Tocopheryl Succinate), vitamin H, vitamin P, nicotinic acids such as nicotinic acid, benzyl nicotinate, and nicotinamide, pantothenic acids such as calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, and acetylpantothenyl ethyl ether, and biotin.
[0067] Examples of amino acids include glycine (INCI), valine (INCI), leucine (INCI), isoleucine (INCI), serine (INCI), threonine (INCI), phenylalanine (INCI), arginine (INCI), lysine (INCI), aspartic acid (INCI), glutamic acid (INCI), cystine (INCI), cysteine (INCI), methionine (INCI), and tryptophan (INCI). Examples of nucleic acids include deoxyribonucleic acid. Examples of hormones include estradiol (INCI), ethenylestradiol (INCI), and the like.
[0068] Examples of polymeric compounds for fixing hair include amphoteric, anionic, cationic, and nonionic polymeric compounds, such as polyvinylpyrrolidone-based polymeric compounds such as polyvinylpyrrolidone (INCI) and vinylpyrrolidone / vinyl acetate copolymer (INCI), acidic vinyl ether-based polymeric compounds such as methyl vinyl ether / maleic anhydride alkyl half ester copolymer, acidic polyvinyl acetate-based polymers such as vinyl acetate / crotonic acid copolymer, acidic acrylic polymeric compounds such as (meth)acrylic acid / alkyl(meth)acrylate copolymer and (meth)acrylic acid / alkyl(meth)acrylate / alkylacrylamide copolymer, and amphoteric acrylic polymeric compounds such as N-methacryloylethyl-N,N-dimethylammonium-α-N-methylcarboxybetaine / alkyl(meth)acrylate copolymer and hydroxypropyl(meth)acrylate / butylaminoethyl methacrylate / acrylic acid octylamide copolymer. Naturally occurring polymeric compounds such as cellulose or its derivatives, keratin, and collagen or its derivatives can also be suitably used.
[0069] By including the organopolysiloxane of the present invention, which has excellent powder dispersibility and dispersion stability, it is possible to obtain a cosmetic preparation that has a uniform color finish, spreads easily without any resistance due to aggregates when applied, blends well with the skin, and is stable over time. The form of the cosmetic preparation is not particularly limited, and examples include powder, oil, water-in-oil emulsion, oil-in-water emulsion, non-aqueous emulsion, and multiple emulsions such as W / O / W and O / W / O. The pH and viscosity are selected appropriately depending on the formulation.
[0070] The viscosity of the cosmetic is not particularly limited depending on the formulation, but is preferably 1,000 to 300,000 mPa, and more preferably 1,000 to 200,000 mPa.
[0071] The method for producing the cosmetic of the present invention is not particularly limited, and a conventional method for each formulation can be selected. In the present invention, the organopolysiloxane of the present invention and optional ingredients can be mixed during cosmetic production. Furthermore, in cosmetics containing powder, a dispersion of the organopolysiloxane of the present invention, oil, and powder can be prepared in advance and then blended into the cosmetic, thereby further enhancing the dispersibility and dispersion stability of the powder. There are no particular limitations on how the dispersion can be prepared, and it can be carried out by any known method. For example, any stirrer, grinder, mixer, or disperser, such as a Henschel mixer, ball mill, kneader, planetary mixer, ribbon blender, disperser mixer, homomixer, roll mill, or bead mill, can be used. In addition, since the viscosity of the dispersion is low when the dispersion has good dispersibility, dispersibility can be evaluated by measuring the viscosity.
[0072] The cosmetic may be in a variety of forms, including liquid, emulsion, cream, solid, paste, gel, powder, pressed, multi-layered, mousse, spray, stick, pencil, and the like.
[0073] Examples of cosmetics include skin care cosmetics such as liquids, massage lotions, beauty serums, beauty oils, cleansers, deodorants, hand creams, lip balms, and wrinkle concealers, makeup cosmetics such as makeup bases, concealers, face powders, powder foundations, liquid foundations, cream foundations, oil-based foundations, blushers, eye shadows, mascara, eyeliners, eyebrow pencils, and lipsticks, hair cosmetics such as shampoos, rinses, treatments, and setting agents, antiperspirants, and UV protection cosmetics such as sunscreen oils, sunscreen emulsions, and sunscreen creams. In particular, those that contain water and are in the form of emulsions are suitable for use as makeup bases, liquid foundations, sunscreen emulsions, sunscreen creams, and the like.
[0074] The present invention will be described in detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following examples, unless otherwise specified, "%" in the composition indicates mass % and ratio indicates mass ratio, and the blend amount listed with the product name is the blend amount of the blended product. The hydroxyl value and carboxyl equivalent of the obtained compound were measured by the methods described below. (1) Hydroxyl value (KOH mg / g): After treatment with acetic anhydride-pyridine, measured by indicator titration using a 0.1 mol / L potassium hydroxide aqueous solution. (2) Carboxy equivalent (g / mol): Measured by indicator titration using a 0.1 mol / L potassium hydroxide aqueous solution.
[0075] <Step 1: Synthesis of Unsaturated Group-Containing Hydroxystearic Acid> [Synthesis Example 1] A reactor was charged with 18.4 g of 10-undecenoic acid, 300 g of 12-hydroxystearic acid, and 0.32 g of p-toluenesulfonic acid, and dehydration condensation was carried out for 24 hours at 180 to 220°C while passing nitrogen through, to obtain a compound represented by the following formula (6) having a hydroxyl value of 0.5 (mg KOH / g) and a carboxyl group equivalent of 3,290 (g / mol).
[0076] Synthesis Example 2 A reactor was charged with 11.4 g of 5-hexenoic acid, 150 g of 12-hydroxystearic acid, and 0.16 g of p-toluenesulfonic acid, and dehydration condensation was carried out for 24 hours at 180 to 200°C while passing nitrogen through, to obtain a compound represented by the following formula (7) having a hydroxyl value of 0.7 (mg KOH / g) and a carboxyl group equivalent of 1,600 (g / mol).
[0077] Step 2: Synthesis of silylated compound of unsaturated group-containing hydroxystearic acid Synthesis Example 3 100 g of the compound of formula (6) of Synthesis Example 1 and 7.6 g of hexamethyldisilazane were charged into a reactor and reacted for 5 hours at 80° C. Unreacted hexamethyldisilazane was distilled off under conditions of 80° C. / 400 Pa for 2 hours to obtain a compound represented by the following formula (8).
[0078] Synthesis Example 4 A reactor was charged with 100 g of the compound of formula (7) of Synthesis Example 2 and 15 g of hexamethyldisilazane, and the procedure was repeated in the same manner as in Synthesis Example 3 to obtain a compound represented by the following formula (9).
[0079] <Step 3: Synthesis of Formula (1)> [Example 1] A reactor was charged with 16 g of methylhydrogenpolysiloxane represented by formula (10), 65 g of formula (8) from Synthesis Example 3, 20 g of toluene, and 0.05 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex, and the mixture was reacted at 80°C for 3 hours.
[0080] Thereafter, the mixture was distilled off under reduced pressure at 110°C / 400 Pa. Then, 10 g of methanol was added, and a desilylation reaction was carried out at 60°C for 3 hours, followed by distillation under reduced pressure at 110°C / 400 Pa. 1 H-NMR was measured and it was confirmed that an organopolysiloxane represented by the following formula (11) was obtained. 1H-NMR (CDCl3): 0ppm (m, 60H, Si-CH3), 0.5ppm (m, 4H, Si-CH2), 0.9ppm (m, 33H, C-CH3), 1.3ppm (m, 240H, C-CH2) , 1.4ppm (m, 40H, C-CH2), 1.6ppm (m, 20H, C-CH2), 2.4ppm (m, 22H, CH-CO), 4.8ppm (m, 10H, CH-O)
[0081] Example 2 A reactor was charged with 17.5 g of the methylhydrogenpolysiloxane represented by formula (12), 64.6 g of formula (9) from Synthesis Example 4, 20 g of toluene, and 0.05 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex, and the mixture was reacted at 80°C for 3 hours. Thereafter, the mixture was distilled off under reduced pressure at 110°C / 400 Pa, and then 10 g of methanol was added and a desilylation reaction was carried out at 60°C for 3 hours, followed by distillation under reduced pressure at 110°C / 400 Pa. 1 H-NMR was measured and it was confirmed that the product was an organopolysiloxane represented by the following formula (13). (The bonding order of the siloxane units in the above formulas (12) and (13) may be block or random.) 1 H-NMR (CDCl3): 0ppm (m, 72H, Si-CH3), 0.5ppm (m, 4H, Si-CH2), 0.9ppm (m, 30H, C-CH3), 1.3ppm (m, 232H, C-CH2) , 1.4ppm (m, 40H, C-CH2), 1.6ppm (m, 20H, C-CH2), 2.4ppm (m, 24H, CH-CO), 4.8ppm (m, 10H, CH-O)
[0082] Example 3 A reactor was charged with 18.0 g of the methylhydrogenpolysiloxane represented by formula (14), 11.1 g of the organopolysiloxane represented by formula (15), 5.0 g of 1-dodecene, and 0.02 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex, and the mixture was reacted at 80°C for 3 hours. Thereafter, 97.7 g of the compound represented by formula (8) of Synthesis Example 3, 30 g of toluene, and 0.04 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex were charged, and the mixture was reacted at 80°C for 3 hours. (The bonding order of the siloxane units in the above formula (14) may be block or random.)
[0083] Thereafter, the mixture was distilled off under reduced pressure at 110°C / 400 Pa, and then 15 g of methanol was added and a desilylation reaction was carried out at 60°C for 3 hours, followed by distillation under reduced pressure at 110°C / 400 Pa. 1 H-NMR was measured and it was confirmed that the product was an organopolysiloxane represented by the following formula (16). (The bonding order of the siloxane units in the above formula (16) may be block or random.) 1 H-NMR (CDCl3): 0ppm (m, 156H, Si-CH3), 0.5ppm (m, 12H, Si-CH2), 0.9ppm (m, 66H, C-CH3), 1.3ppm (m, 512H, C-CH2 ), 1.4ppm (m, 80H, C-CH2), 1.6ppm (m, 40H, C-CH2), 2.4ppm (m, 44H, CH-CO), 4.8ppm (m, 20H, CH-O)
[0084] Example 4 A reactor was charged with 17.2 g of the methylhydrogenpolysiloxane represented by the formula (17), 15.3 g of the organopolysiloxane represented by the formula (15), 4.28 g of hexadecene, and 0.02 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex, and the mixture was reacted at 80°C for 3 hours. Thereafter, 61.5 g of the compound represented by the formula (8) of Synthesis Example 3, 30 g of toluene, and 0.04 g of a 0.5% toluene solution of chloroplatinic acid-vinylsiloxane complex were charged, and the mixture was reacted at 80°C for 3 hours. The mixture was then distilled off under reduced pressure at 110°C and 400 Pa. Thereafter, 10 g of methanol was added, and the mixture was subjected to a desilylation reaction at 60° C. for 3 hours, followed by distillation under reduced pressure at 110° C. / 400 Pa. 1 H-NMR was measured and it was confirmed that the product was an organopolysiloxane represented by the following formula (18). (Note that the bonding order of the siloxane units in the above formulas (17) and (18) may be block or random.) 1H-NMR (CDCl3): 0ppm (m, 198H, Si-CH3), 0.5ppm (m, 12H, Si-CH2), 0.9ppm (m, 66H, C-CH3), 1.3ppm (m, 528H, C-CH2 ), 1.4ppm (m, 80H, C-CH2), 1.6ppm (m, 40H, C-CH2), 2.4ppm (m, 44H, CH-CO), 4.8ppm (m, 20H, CH-O)
[0085] [Examples 5 to 14, Comparative Examples 1 to 6: Dispersions] Dispersions (slurries) were prepared using the organopolysiloxanes obtained in Examples 1 to 5 in accordance with the formulations shown in Table 1 below using a bead mill. The resulting dispersions were evaluated for dispersibility as follows. Polyhydroxystearic acid was used as a comparative example.
[0086] [Evaluation of Dispersion Viscosity (Dispersibility)] The obtained dispersion was stored in a 100 g glass bottle at 25°C for 2 months. The viscosity of the dispersion immediately after preparation and after 2 months was measured at 25°C using a Brookfield viscometer (TVB-10 model, manufactured by Toki Sangyo Co., Ltd.) according to the method described in JIS K 7111-1:1999. The results are shown according to the following evaluation criteria. [Evaluation criteria] ◎: 500 mPa.s or more and less than 2,000 mPa.s ○: 2,000 mPa.s or more and less than 4,000 mPa.s △: 4,000 mPa.s or more and less than 10,000 mPa.s ×: 10,000 mPa.s or more, no fluidity
[0087] * 1: STR-100A-LP: Hydrated silica (display name (HYDRATED SILICA)) / aluminum hydroxide (display name (ALMINUM HYDROXIDE)) hydrogen dimethicone (display name HYDROGEN DIMETHICONE) treated titanium oxide (display name TITANIUM OXIDE) * 2: FINEX-30-L: Hydrated silica (display name (HYDRATED SILICA)) / hydrogen dimethicone (display name HYDROGEN DIMETHICONE) treated zinc oxide (display name ZINC OXIDE)
[0088] As is clear from the above results, Examples 5 to 14, which used silicone oil, ester oil, or a combination thereof, all provided dispersions with low viscosity and excellent stability over time. On the other hand, the dispersions obtained in Comparative Examples 1 to 4 were found to have high viscosity immediately after preparation and to thicken over time. Thus, it was found that the organopolysiloxane of the present invention has high dispersibility in various oils and can provide low-viscosity dispersions with excellent dispersion storage stability.
[0089] [Examples 15 and 16, Comparative Example 5: Cosmetic] A W / O cosmetic foundation was prepared according to the formulation shown in Table 2. The resulting cosmetic was evaluated as follows. (Production Method) Components 1 to 6 and 8 to 9 were mixed uniformly. After uniformly mixing, components 16 to 18 were gently added and stirred to obtain an emulsion. A cosmetic (foundation) was obtained by adding component 11 to a mixture previously prepared by stirring components 7 and 12 to 15. The resulting cosmetic was evaluated for (1) spreadability, (2) compatibility with the skin, and (3) stability according to the following evaluation criteria. [Characteristic Evaluation] The cosmetic was evaluated by 10 expert panelists for (1) spreadability and (2) compatibility with the skin according to the following evaluation criteria. The results were based on the average of the 10 panelists' scores and were judged according to the following criteria. [Evaluation criteria] 5 points: Very good 4 points: Good 3 points: Average 2 points: Slightly poor 1 point: Poor [Judgment criteria] ◎: Average score is 4.5 points or more 〇: Average score is 3.5 points or more but less than 4.5 △: Average score is 2.5 points or more but less than 3.5 ×: Average score is 1.5 points or more but less than 2.5 XX: Average score is less than 1.5 points [Stability (over time)] The cosmetic was filled into a 30 mL vial and stored in a constant temperature bath at 50°C for one week, after which the viscosity was measured. The change in viscosity (%) compared to immediately after use (100%) is shown according to the following judgment criteria. [Judgment criteria] ◎: 0% or more but less than 25% 〇: 25% or more but less than 40% △: 40% or more but less than 50% ×: 50% or more or separation The viscosity was measured at 25°C using a B-type viscometer (TVB-10 model, manufactured by Toki Sangyo Co., Ltd.).
[0090] (Note 1) Shin-Etsu Chemical Co., Ltd. KF-6017P (INCI: PEG-10 DIMETHICOME) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHYCONE / PEG-10 / 15 CROSSPOLYMER, DIMETHICON) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6105 (INCI: LAURYL POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETICONE) (Note 4) Shin-Etsu Chemical Co., Ltd. KMP-590 (INCI: POLYMETHYLSILSESQUIOXANE) (Note 5) Shin-Etsu Chemical Co., Ltd. KTP-09W (INCI: TITANIUM DIOXIDE, ALUMINUM HYDROXIDE, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL (Note 6) KTP-09R (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 7) KTP-09Y (INCI:IRON) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 8) KTP-09B (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. Next, examples of cosmetics containing the organopolysiloxane of the present invention will be described.
[0091] [Example 17: Sunscreen emulsion] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHICONE / PEG-10 / 15 CROSSPOLYMER, DIMETHICON) (Note 2) Shin-Etsu Chemical Co., Ltd. KF-56A (INCI: DIPHENYL SILOXYPHENYL TRIMETHICONE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6028 (INCI: PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 4) Teika Corporation MT-100TV (Note 5) Teika Corporation MZX-508TS (Manufacturing method) Components 1 to 8 were thoroughly mixed using a homodisper to achieve uniformity. Components 9 to 12 were then gently added after uniform mixing, and the mixture was stirred to form an emulsion, yielding a sunscreen emulsion. The resulting sunscreen emulsion had good spreadability, was non-sticky, and was easy to use.
[0092] [Example 18: Makeup base] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHICONE / PEG-10 / 15 CROSSPOLYMER, DIMETHICON) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-15 (INCI: DIMETHYCONE / VINYL DIMETHICON CROSSPOLYMER, CYCLOPENTASILOXANE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6017 (INCI: PEG-10 DIMETHICOME) (Note 4) Shin-Etsu Chemical Co., Ltd. KP-545 (INCI: ACRYLATES / DIMETHICONE) (Note 5) KSP-105 (INCI: VINYLDIMETHICON / METHICONE SILSE SQUIOXANE CROSSPOLYMER) manufactured by Shin-Etsu Chemical Co., Ltd. (Production Method) Components 1 to 5 were thoroughly mixed to homogeneity. To this, components 8 to 12 were mixed uniformly, and then gently added and stirred to form an emulsion. Components 6 and 7 were then added and stirred uniformly to obtain a makeup base. The resulting makeup base had good spreadability, was non-sticky, and was easy to use.
[0093] [Example 19: Sunscreen cream] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHICONE / PEG-10 / 15 CROSSPOLYMER, DIMETHICON) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-15 (INCI: DIMETHYCONE / VINYL DIMETHICON CROSSPOLYMER, CYCLOPENTASILOXANE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6028P (INCI: PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 4) Shin-Etsu Chemical Co., Ltd. KSP-100 (INCI: VINYLDIMETHICON / METHICONE SILSE SQUIOXANE CROSSPOLYMER) (Production Method) Components 1 to 7 were thoroughly mixed to form a uniform mixture. Components 10 to 13 were mixed uniformly and then gently added and stirred to form an emulsion. Components 8 and 9 were then added and stirred uniformly to obtain a sunscreen cream. The resulting sunscreen cream had good spreadability, was non-sticky, and was excellent in usability and stability.
[0094] [Example 20: Sunscreen cream] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-240 (INCI: DIMETHICONE / PEG-10 / 15 CROSSPOLYMER, CYCLOPENTASILOXANE) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-18A (INCI: DIMETHICONE / PHENYL VINYL DIMETHICON CROSSPOLYMER, DIPHENYL SILOXYPHENYL TRIMETHICONE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6038 (INCI: LAURYL PEG-9 POLYDIMETHYLSILOXYETHYL (Note 4) KF-56A (INCI: DIPHENYL SILOXYPHENYL TRIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 5) KSP-300 (INCI: DIPHENYL DIMETHICONE / VINYL DIPHENYL DIMETHICONE / SILSESQUIOXANE CROSSPOLYMER) manufactured by Shin-Etsu Chemical Co., Ltd. (Production Method) Components 1 to 11 were thoroughly mixed to homogeneity. Components 13 to 17 were mixed uniformly and then gently added thereto and stirred to form an emulsion, and component 12 was added and stirred uniformly to obtain a sunscreen cream. The resulting sunscreen cream spread well, was non-sticky, and had excellent usability and stability.
[0095] [Example 21: Sunscreen cream] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-820 (INCI: LAURYL DIMETHICONE / POLYGLYCERYL-3 CROSSPOLYMER, ISODODECANE) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-44 (INCI: VINYL DIMETHICONE / LAURYL DIMETHICONE CROSSPOLYMER, SQUALANE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6105 (INCI: LAURYL POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 4) KF-56A (INCI: DIPHENYL SILOXYPHENYL TRIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 5) KSP-441 (INCI: POLYSILICONE-22) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 6) KSP-591 (INCI: POLYMETHYLSILSESQUIOXANE) manufactured by Shin-Etsu Chemical Co., Ltd. (Manufacturing Method) Components 1 to 8 were thoroughly mixed to homogeneity. Components 10 to 20 were mixed uniformly and then gently added and stirred to form an emulsion, to which component 9 was added and stirred uniformly to obtain a sunscreen cream. The resulting sunscreen cream had good spreadability, was not sticky, and was excellent in usability and stability.
[0096] [Example 22: Foundation] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHICONE / PEG-10 / 15 CROSSPOLYMER, DIMETHICON) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-18A (INCI: DIMETHICONE / PHENYL VINYL DIMETHICON CROSSPOLYMER, DIPHENYL SILOXYPHENYL TRIMETHICONE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6038 (INCI: LAURYL PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 4) Shin-Etsu Chemical Co., Ltd. KF-56A (INCI: Diphenyl Siloxyphenyl Trimethicone) (Note 5) Shin-Etsu Chemical Co., Ltd. KF-9901 (INCI: Hydrogen Dimethicone) treated titanium oxide (INCI: Titanium Dioxide) (Note 6) Shin-Etsu Chemical Co., Ltd. KF-9901 (INCI: Hydrogen Dimethicone) treated red iron oxide (INCI: Iron Oxides) (Note 7) Shin-Etsu Chemical Co., Ltd. KF-9901 (INCI: Hydrogen Dimethicone) treated red iron oxide (INCI: Iron Oxides) Yellow iron oxide (INCI: IRON OXIDES) treated with KF-9901 (INCI: HYDROGEN DIMETHICONE) (Note 8) Black iron oxide (INCI: IRON OXIDES) treated with KF-9901 (INCI: HYDROGEN DIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Production Method) a: Components 1 to 8 were stirred and mixed. b: Components 9 to 14 were stirred and mixed. c: Components 15 to 18 were mixed uniformly. d: The mixture obtained in c was added to the mixture obtained in a and stirred and mixed to emulsify. e: The mixture obtained in b was added to the emulsion obtained in d and stirred and mixed. The obtained foundation had good spreadability, was not sticky, and was excellent in usability.
[0097] [Example 23: Foundation] (Note 1) Shin-Etsu Chemical Co., Ltd. KSG-820 (INCI: LAURYL DIMETHICONE / POLYGLYCERYL-3 CROSSPOLYMER, ISODODECANE) (Note 2) Shin-Etsu Chemical Co., Ltd. KSG-44 (INCI: VINYL DIMETHICONE / LAURYL DIMETHICONE CROSSPOLYMER, SQUALANE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6105 (INCI: LAURYL POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 4) Shin-Etsu Chemical Co., Ltd. KTP-09W (INCI: TITANIUM DIOXIDE, ALUMINUM HYDROXIDE, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) (Note 5) KTP-09R (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 6) KTP-09Y (INCI:IRON) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 7) Shin-Etsu Chemical Co., Ltd., KTP-09B (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) (Production method) a: Components 1 to 4 were mixed by stirring. b: Components 7 to 12 were mixed by stirring. c: Components 13 to 16 were mixed uniformly. d: The mixture obtained in c was added to the mixture obtained in a, and emulsified by stirring. e: The mixture obtained in b, 5, and 6 were added to the emulsion obtained in d and mixed by stirring. The obtained foundation had good spreadability, was not sticky, and was excellent in use.
[0098] [Example 24: Sunscreen cream] (Note 1) KF-56A (INCI: DIPHENYL SILOXYPHENYL TRIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Production method) a: Components 6 to 14 were mixed uniformly. b: Components 1 to 5 were mixed uniformly. c: The mixture obtained in b was added to the mixture obtained in a and emulsified by stirring and mixing. The obtained sunscreen cream had good spreadability, was smooth and non-sticky, and was excellent in usability.
[0099] [Example 25: Lipstick] (Note 1) KP-561P (INCI: ACRYLATES / STEARYL ACRYLATE / DIMETHICONE COPOLYMER) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 2) KP-550 (INCI: ACRYLATES / DIMETHICONE COPOLYMER, ISODODECANE) manufactured by Shin-Etsu Chemical Co., Ltd. (Production Method) a: Components 1 to 7 were mixed under heat. b: Components 9 to 17 were mixed uniformly. c: Component 8 was added to the mixture obtained in b and mixed. The obtained lipstick had good spreadability, was smooth and blended well with the skin, had good gloss, and was excellent in makeup staying power.
[0100] [Example 26: Eyeliner] (Note 1) Shin-Etsu Chemical Co., Ltd. KF-6017 (INCI: PEG-10 DIMETHICOME) (Note 2) Shin-Etsu Chemical Co., Ltd. KF-6038 (INCI: LAURYL PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 3) Shin-Etsu Chemical Co., Ltd. KF-9021 (INCI: TRIMETHYLSILOXYSILICATE, CYCLOPENTASILOXANE) (Note 4) Shin-Etsu Chemical Co., Ltd. KTP-09B (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) (Production Method) a: Components 1 to 8 were mixed. b: Components 9 to 12 were mixed uniformly. c: The mixture obtained in b was added to the mixture obtained in a and emulsified. The obtained eyeliner had good spreadability, was smooth and blended well with the skin, and was excellent in water resistance and usability.
[0101] [Example 27: Sunscreen cream (oil-in-water type)] (Note 1) Lauryl group, PEG-9 co-modified silicone, HLB=10.5 (Note 2) KSG-44 (INCI: VINYL DIMETHICON / LAURYL DIMETHICONE CROSSPOLYMER, SQUALANE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 3) STR-100W-OTS manufactured by Sakai Chemical Industry Co., Ltd. (Note 4) MZX-508OTS manufactured by Teika Corporation (Note 5) BASF (Manufacturing method) a: Components 6 to 9 were mixed. b: Components 3 to 5 were added to components 1 and 2 to prepare a gel. c: The mixture obtained in a was added to the gel obtained in b and mixed by stirring. d: Components 10 to 13 were added to the mixture obtained in c and emulsified. The resulting sunscreen cream spread easily, was fresh, smooth and non-sticky, and was easy to use.
[0102] [Example 28: Sunscreen cream (oil-in-water type)] (Note 1) Lauryl group, PEG-9 co-modified silicone, HLB=10.5 (Note 2) MZX-508OTS manufactured by Teika Corporation (Note 3) KF-6013 (INCI: PEG-9 DIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 4) STR-100W-OTS manufactured by Sakai Chemical Industry Co., Ltd. (Manufacturing method) a: Components 6 to 8 were mixed. b: A portion of component 13 was added to components 9 and 10 and mixed. c: Components 4 and 5 were added to components 1 to 3 to prepare a gel. d: The mixture obtained in a was added to the gel obtained in c and mixed with stirring. e: Components 11, 12, and the remaining 13 were added to the mixture obtained in d and emulsified. d: The emulsion obtained in e and the mixture obtained in b were added. The resulting sunscreen cream spread easily, was fresh, smooth and non-sticky, and was easy to use.
[0103] [Example 29: Foundation (O / W type)] (Note 1) Lauryl group, PEG-9 co-modified silicone, HLB=10.5 (Note 2) Miyoshi Chemicals Co., Ltd.: ALT-RHP-10 (Note 3) Miyoshi Chemicals Co., Ltd.: ALT-YHP-10 (Note 4) Miyoshi Chemicals Co., Ltd.: ALT-BHP-10 (Note 5) Shin-Etsu Chemical Co., Ltd.: KF-6013 (INCI: PEG-9 DIMETHICONE) (Note 6) Miyoshi Chemicals Co., Ltd.: ALT-TSR-10 (Manufacturing method) a: Components 6 to 10 were mixed. b: Components 11 and 12 were mixed with a portion of component 16. c: Components 1 to 3 were mixed with components 4 and 5 to prepare a gel. d: The mixture obtained in a was added to the gel obtained in c and mixed with stirring. e: Components 13 to 15 and the remaining component 16 were added to the mixture obtained in d and emulsified. f: The mixture obtained in b was added to the emulsion obtained in e. The resulting foundation had good spreadability, was moist, smooth and non-sticky, and was easy to use.
[0104] [Example 30: Shaking type sunscreen] (Note 1) MZX-508OTS manufactured by Teika Corporation (Note 2) KSP-100 (INCI: VINYLDIMETHICON / METHICONE SILSESQUIOXANE CROSSPOLYMER) manufactured by Shin-Etsu Chemical Co., Ltd. (Production method) a: Components 1 to 3 were mixed. b: Components 4 to 10 were added to the mixture obtained in a and mixed. c: Components 11 to 14 were added to the mixture obtained in b and mixed with stirring. The resulting sunscreen spread well, was refreshing, smooth and non-sticky, and had excellent usability.
[0105] From the above, it has been shown that the organopolysiloxane of the present invention has excellent powder dispersibility and dispersion stability, and that cosmetics containing the organopolysiloxane have excellent powder dispersibility and dispersion stability, good spreadability and skin compatibility, and excellent stability over time. It should be noted that the present invention is not limited to the above-described embodiments. The above-described embodiments are merely illustrative, and any product that has substantially the same configuration as the technical concept described in the claims of the present invention and exhibits similar effects is included within the technical scope of the present invention.
Claims
1. An organopolysiloxane represented by the following formula (1): [In the formula, R 1 are independently an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 15 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, and -Q-O-R 4 (Q is an alkylene group having 2 to 4 carbon atoms, R 4 R is a monovalent organic group selected from the group consisting of alkyl groups having 3 to 30 carbon atoms; 2 is a hydroxystearic acid derivative represented by the following formula (2): (wherein X represents a hydrogen atom or a monovalent cation, n is 2 to 22, and m is 1 to 20.) R 3 is a group represented by the following formula (3) or (4): (In the formula, R 1 are independently the same as above. h is 0 to 5, i is 0 to 80, and j is 0 to 3. a is 0 to 100, b is 0 to 10, c is 0 to 5, d is 0 or more, e is 0 or more, and f and g are numbers that satisfy the equation f+g=2+d+e×2, provided that b and g cannot be 0 at the same time. The bonding order of the siloxane units in the above formula (1) may be block or random.] 2. The organopolysiloxane according to claim 1, which is an organopolysiloxane represented by the following formula (5): (In the formula, R 1 , a, n, and m are the same as above.) 3. A cosmetic comprising the organopolysiloxane according to claim 1 or 2 in an amount of 0.1 to 40% by mass of the entire cosmetic.
4. The cosmetic according to claim 3, which is a non-aqueous emulsion containing a component selected from silicone oil, ester oil, glyceride oil and mixtures thereof.
5. The cosmetic according to claim 3, which contains powder and is in the form of a liquid, paste or solid in which the powder is dispersed.
6. The cosmetic according to claim 3, which contains water and a surfactant and is in the form of an emulsion.
7. The cosmetic according to claim 3, which contains an organic ultraviolet absorber.
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