Skincare ingredients
A vinyl carbon-free film-forming polymer made from functionalized maltodextrin with -Si(R1)3 groups addresses the sustainability and longevity issues in skincare compositions, enhancing product durability and resistance.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-10-12
- Publication Date
- 2026-04-02
AI Technical Summary
Conventional film-forming agents in skincare compositions lack sustainability and do not provide the desired longevity and biocarbon content, leading to issues with product transfer and wear.
A film-forming polymer comprising functionalized maltodextrin with -Si(R1)3 groups, having a dextrose equivalent (DE) of 1 to 24 and a degree of substitution (DS) of 1.7 to 3, which is vinyl carbon-free, is used to enhance the longevity and water/sebum resistance of skincare formulations.
The film-forming polymer provides long-lasting and aesthetically pleasing skincare products by forming a durable film on the skin, improving the longevity and resistance to water and sebum, while being biobased.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a skincare formulation. In particular, the present invention relates to a skincare formulation comprising a film-forming polymer, wherein the film-forming polymer is -Si(R 1 )3 groups; [wherein, each R 1 Independently, C 1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group, wherein the maltodextrin-based polymer has 1 to 24 dextrose equivalents (DE), and the functionalized maltodextrin has 1.7 to 3 -Si(R) 1 The functionalized maltodextrin, having three substitution degrees (DS), is free of vinyl carbon and relates to skincare formulations.
[0002] Many skincare compositions, including colored cosmetics (e.g., foundations, concealers, lipsticks, mascaras) and sunscreens, have been developed to be longer-lasting and less prone to color transfer. These properties are often achieved by using compositions that form a film after application. Such compositions generally contain volatile solvents that evaporate upon contact with skin or other keratinous tissue, leaving behind a layer containing waxes and / or resins, pigments, fillers, and active ingredients. Conventional film-forming agents with desirable aesthetic properties, such as polyvinylpyrrolidone, acrylates, acrylamides, and their copolymers, tend not to offer the sustainable solutions that brand owners and consumers are currently seeking.
[0003] Therefore, there remains a need for new film-forming ingredients that simultaneously have an increased biocarbon content compared to conventional film-forming ingredients, while also addressing the need to improve the longevity of skincare formulations.
[0004] The present invention relates to a skincare formulation comprising a film-forming polymer, wherein the film-forming polymer is -Si(R 1 )3 groups; [wherein, each R 1 Independently, C1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group, the maltodextrin-based polymer having a dextrose equivalent (DE) of 1 to 24, and the functionalized maltodextrin having a degree of substitution (DS) of -Si(R 1 )3 groups of 1.7 to 3, and the functionalized maltodextrin provides a skin care formulation that does not contain vinyl carbon.
Mode for Carrying Out the Invention
[0005] The inventors have surprisingly found a film-forming polymer, the film-forming polymer comprising a functionalized maltodextrin functionalized with a -Si(R 1 )3 group; [wherein each R 1 is independently a linear or branched saturated alkyl group], the functionalized maltodextrin having a maltodextrin-based polymer having a dextrose equivalent (DE) of 1 to 24, and the functionalized maltodextrin having a degree of substitution (DS) of -Si(R 1~10 )3 groups of 1.7 to 3, and the functionalized maltodextrin does not contain vinyl carbon. The film-forming polymer of the present invention is a bio-based material. Furthermore, the inventors have surprisingly found that the film-forming polymer of the present invention provides water and sebum resistance that enables long-lasting of products such as colored cosmetics, skin care formulations, and antiperspirants / deodorants having desired aesthetic characteristics.
[0006] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.
[0007] As used herein and in the appended claims, the term "dextrose equivalent, DE" refers to the degree of starch hydrolysis, specifically, Standard Analytical Method E-26, Corn Refiners Association, 6 th This refers to the reduction value of starch hydrolysate materials compared to the reduction value of equiweight dextrose, expressed as a percentage on a dry basis, as measured by the Lane and Eynon method described in edition, 1977, E-26, pp. 1-3. For example, maltodextrin with a DE of 10 has 10% of the reducing power of dextrose with a DE of 100.
[0008] As used herein and in the appended claims, the term “vinyl carbon” refers to a carbon atom involved in a double bond with another carbon atom.
[0009] With respect to functionalized maltodextrins, the term “vinyl carbon-free” as used herein and in the appended claims means that the functionalized maltodextrins contain vinyl carbon below the detectable limit.
[0010] As used herein and in the appendices, the term “dermatologically acceptable” means an ingredient typically used in personal care compositions, and is intended to emphasize that materials that are toxic when present in amounts typically found in personal care compositions are not intended as part of the present invention.
[0011] As used herein and in the appended claims with respect to skincare formulations, the term “aesthetic features” refers to visual and tactile sensory characteristics (e.g., smoothness, stickiness, lubricity, texture, color, clarity, turbidity, uniformity).
[0012] Preferably, the skincare formulation of the present invention is selected from the group consisting of color cosmetic formulations, sun care formulations, hand creams, skin creams, face creams, antiperspirant formulations, and deodorant formulations. More preferably, the skincare formulation of the present invention is selected from the group consisting of color cosmetic formulations, sun care formulations, antiperspirants, and deodorant formulations. Most preferably, the skincare formulation of the present invention is a color cosmetic formulation.
[0013] Preferably, the skincare formulation of the present invention is provided in a product form selected from the group consisting of creams, non-aqueous solutions, emulsions, oils, ointments, pastes, gels, lotions, milks, foams, sticks, and suspensions. More preferably, the skincare formulation of the present invention is provided as an emulsion.
[0014] Preferably, the skincare formulation of the present invention is a film-forming polymer (preferably 0.1 to 100% by weight (more preferably 0.5 to 50% by weight, even more preferably 1 to 25% by weight, most preferably 1.5 to 7.5% by weight) of film-forming polymer based on the weight of the skincare formulation), and the film-forming polymer is -Si(R 1 )3 groups; [wherein, each R 1 Independently, C 1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group, wherein the maltodextrin-based polymer has 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, most preferably 1) dextrose equivalents (DE), and the functionalized maltodextrin has 1.7 to 3 (preferably 1.8 to 3, more preferably 2 to 3, most preferably 2.1 to 2.8) -Si(R) 1The functionalized maltodextrin, having three degree of substitution (DS), comprises a film-forming polymer that does not contain vinyl carbon, optionally a dermatologically acceptable carrier (preferably 0-98% by weight (more preferably 30-92% by weight, even more preferably 35-90% by weight, most preferably 40-80% by weight) of a dermatologically acceptable carrier based on the weight of the skincare formulation), optionally a color component (preferably 0-90% by weight (more preferably 0.01-65% by weight, even more preferably 1-50% by weight, most preferably 5-25% by weight) of a color component based on the weight of the skincare formulation), and optionally a sun care active substance (preferably 0-70% by weight (more preferably 0.1-65% by weight, even more preferably 5-60% by weight, most preferably 10-25% by weight) of a sun care active substance based on the weight of the skincare formulation). More preferably, the skincare formulation of the present invention is a film-forming polymer (preferably 0.1 to 100% by weight (more preferably 0.5 to 50% by weight, even more preferably 1 to 25% by weight, most preferably 1.5 to 7.5% by weight) of film-forming polymer based on the weight of the skincare formulation), and -Si(R 1 )3 units; (where, -Si(R 1 (The three groups are bonded to the maltodextrin-based polymer via CO-Si bonds) [In the formula, each R 1 Independently, C 1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group, wherein the maltodextrin-based polymer has 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, most preferably 1) dextrose equivalents (DE), and the functionalized maltodextrin has 1.7 to 3 (preferably 1.8 to 3, more preferably 2 to 3, most preferably 2.1 to 2.8) -Si(R) 1) It has a degree of substitution (DS) of 3, and the functionalized maltodextrin is a film-forming polymer that does not contain vinyl carbon, and optionally, a dermatologically acceptable carrier (preferably 0 to 98% by weight, more preferably 30 to 92% by weight, even more preferably 35 to 90% by weight, most preferably 40 to 80% by weight, based on the weight of the skin care formulation), and optionally, a color component (preferably 0 to 90% by weight, more preferably 0.01 to 65% by weight, even more preferably 1 to 50% by weight, most preferably 5 to 25% by weight, based on the weight of the skin care formulation), and optionally, a sun care active substance (preferably 0 to 70% by weight, more preferably 0.1 to 65% by weight, even more preferably 5 to 60% by weight, most preferably 10 to 25% by weight, based on the weight of the skin care formulation).
[0015] Preferably, the skin care formulation of the present invention contains 0.1 to 100% by weight (preferably 0.5 to 50% by weight, more preferably 1 to 25% by weight, most preferably 1.5 to 7.5% by weight) of the film-forming polymer based on the weight of the skin care formulation, and the film-forming polymer is a -Si(R 1 )3 group; [wherein each R 1 is independently a linear or branched saturated alkyl group of C 1~10 (preferably a methyl group, an ethyl group, a propyl group, a butyl group, and a pentyl group, more preferably a methyl group, an ethyl group, a propyl group, and a butyl group, even more preferably a methyl group, an ethyl group, and a propyl group, still more preferably a methyl group and an ethyl group, most preferably a methyl group)] functionalized maltodextrin containing a maltodextrin-based polymer, the maltodextrin-based polymer has a dextrose equivalent (DE) of 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, most preferably 1), and the functionalized maltodextrin has a -Si(R 1)Having a degree of substitution (DS) of 3 groups, the functionalized maltodextrin does not contain vinyl carbon. More preferably, the skincare formulation of the present invention comprises 0.1 to 100% by weight (preferably 0.5 to 50% by weight, more preferably 1 to 25% by weight, most preferably 1.5 to 7.5% by weight) of a film-forming polymer based on the weight of the skincare formulation, wherein the film-forming polymer is -Si(R 1 )3 units; (where, -Si(R 1 (The three groups are bonded to the maltodextrin-based polymer via CO-Si bonds) [In the formula, each R 1 Independently, C 1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group (preferably a methyl group, ethyl group, propyl group, butyl group, and pentyl group; more preferably a methyl group, ethyl group, propyl group, and butyl group; even more preferably a methyl group, ethyl group, and propyl group; even more preferably a methyl group and ethyl group; most preferably a methyl group), wherein the maltodextrin-based polymer has 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, most preferably 1) dextrose equivalents (DE), and the functionalized maltodextrin has 1.7 to 3 (preferably 1.8 to 3, more preferably 2 to 3, most preferably 2.1 to 2.8) -Si(R) 1 Having three substitution degrees (DS), the functionalized maltodextrin does not contain vinyl carbon.
[0016] Preferably, the maltodextrin-based polymer has a dextrose equivalent (DE) of 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, and most preferably 1). More preferably, the maltodextrin-based polymer has a dextrose equivalent (DE) of 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, and most preferably 1), and the maltodextrin-based polymer is a linear or branched maltodextrin polymer containing a plurality of glucose structural units. Most preferably, the maltodextrin-based polymer has a dextrose equivalent (DE) of 1 to 24 (preferably 1 to 20, more preferably 1 to 18, even more preferably 1 to 15, and most preferably 1), the maltodextrin-based polymer is a linear or branched maltodextrin polymer containing a plurality of glucose structural units, and 90 to 100 mol% (preferably 92 to 100 mol%, more preferably 93 to 100 mol%, and most preferably 94.5 to 100 mol%) of the glucose structural units are connected by α-1,4 linkages, and 0 to 10 mol% (preferably 0 to 8 mol%, more preferably 0 to 7 mol%, and most preferably 0 to 5.5 mol%) of the glucose structural units are connected by α-1,6 linkages.
[0017] Preferably, the maltodextrin-based polymer contains less than 0.01% by weight of alternan based on the weight of the maltodextrin-based polymer. More preferably, the maltodextrin-based polymer contains less than 0.001% by weight of alternan based on the weight of the maltodextrin-based polymer. Most preferably, the maltodextrin-based polymer contains alternan below the detection limit.
[0018] Preferably, less than 0.1 mol% (preferably less than 0.01 mol%, more preferably less than 0.001 mol%, and most preferably below the detection limit) of the glucose structural units in the maltodextrin-based polymer are connected by β-1,4 linkages.
[0019] Preferably, glucose structural units in the maltodextrin-based polymer are linked by β-1,3 bonds in an amount of less than 0.1 mol% (preferably less than 0.01 mol%, more preferably less than 0.001 mol%, and most preferably below the detection limit).
[0020] Preferably, the skincare formulation of the present invention contains 0 to 98% by weight (preferably 30 to 92% by weight, more preferably 35 to 90% by weight, most preferably 40 to 80%) of a dermatologically acceptable carrier, based on the weight of the skincare formulation. More preferably, the skincare formulation of the present invention contains 0 to 98% by weight (preferably 30 to 92% by weight, more preferably 35 to 90% by weight, most preferably 40 to 80%) of a dermatologically acceptable carrier, the dermatologically acceptable carrier being water, glycol (e.g., ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, ethoxydiglycol); C 1~10 Linear or branched alcohols (e.g., methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, butyl alcohol, 2-butoxyethanol), ketones (e.g., acetone), acetates (e.g., methyl acetate), butyl cellosolve, dimethicone, polydimethylsiloxane, alkanes (e.g., isododecane, isohexane), alkanoates (e.g., methyl undecanoate), dermatologically acceptable hydrophobic ester oils (e.g., caprylic / capric triglyceride), dicaprylyl carbonate, alkyl benzoates (e.g., alkyl benzoate (C) 12~15The dermatological carrier is selected from the group consisting of ), hemisqualane, dioctyl ether, keto acids (e.g., levulinic acid), and mixtures thereof. More preferably, the skincare formulation of the present invention comprises 0 to 98% by weight (preferably 30 to 92% by weight, more preferably 35 to 90% by weight, most preferably 40 to 80%) of a dermatologically acceptable carrier, the dermatologically acceptable carrier being selected to evaporate upon application of the skincare formulation to the skin (preferably human skin). Most preferably, the skincare formulation of the present invention comprises 0 to 98% by weight (preferably 30 to 92% by weight, more preferably 35 to 90% by weight, most preferably 40 to 80%) of a dermatologically acceptable carrier, the dermatologically acceptable carrier comprising isododecane, and the dermatologically acceptable organic carrier being selected to evaporate upon application of the skincare formulation to the skin (preferably human skin).
[0021] Preferably, the skincare formulation of the present invention contains 0 to 90% by weight (preferably 0.01 to 65% by weight, more preferably 1 to 50% by weight, preferably 5 to 25% by weight) of a color component based on the weight of the skincare formulation. More preferably, the skincare formulation of the present invention contains 0 to 90% by weight (preferably 0.01 to 65% by weight, more preferably 1 to 50% by weight, preferably 5 to 25% by weight) of a color component based on the weight of the skincare formulation, and the color component is selected from the group consisting of inorganic pigments, organic pigments, aqueous pigment dispersions, and mixtures thereof.More preferably, the skincare formulation of the present invention contains 0 to 90% by weight (preferably 0.01 to 65% by weight, more preferably 1 to 50% by weight, preferably 5 to 25% by weight) of color components based on the weight of the skincare formulation, and the color components are Ext. D&C Yellow No. 2, Ext. D & C Violet No. 2, FD&C Red No. 4, FD&C Red No. 40, FD&C Yellow No. 5, FD&C Yellow No. 6, FD&C Green No. 3, FD&C Blue No. 1, D&C Yellow No. 7, D&C Yellow No. 8, D&C Yellow No. 10, D&C Yellow No. 11, D&C Violet No. 2, D&C Red No. 6, D&C Red No. 7, D&C Red No. 17, D&C Red No. 21, D&C Red No. 22, D&C Red No. 27, D&C Red No. 28, D&C Red Selected from the group consisting of No. 30, D&C Red No. 31, D&C Red No. 34, D&C Red No. 33, D&C Red No. 36, D&C Green No. 5, D&C Green No. 6, D&C Green No. 8, D&C Blue No. 4, D&C Orange No. 4, D&C Orange No. 5, D&C Orange No. 10, D&C Orange No. 11, D&C Brown No. 1, aluminum powder, Annatto, bismuth citrate, bismuth oxychloride, bronze powder, caramel, carmine, β-carotene, chromium hydroxide, chromium oxide, copper chlorophyllin, copper powder, dihydroxyacetone, ultramarine (Ferric Ammonium ferrocyanide), ferric ferrocyanide, guanine, iron oxide, manganese violet, mica, silver, titanium dioxide, ultramarine, zinc oxide, and mixtures thereof. More preferably, the skincare formulation of the present invention comprises 0 to 90% by weight (preferably 0.01 to 65% by weight, more preferably 1 to 50% by weight, preferably 5 to 25% by weight) of a color component, based on the weight of the skincare formulation, wherein the color component comprises at least one iron oxide.Most preferably, the skincare formulation of the present invention comprises 0 to 90% by weight (preferably 0.01 to 65% by weight, more preferably 1 to 50% by weight, preferably 5 to 25% by weight) of a color component, based on the weight of the skincare formulation, wherein the color component comprises a mixture of iron oxides.
[0022] Preferably, the color cosmetic formulation of the present invention contains 0 to 70% by weight (preferably 0.1 to 65% by weight, more preferably 5 to 60% by weight, most preferably 10 to 25% by weight) of a sun protection active substance based on the weight of the skin care formulation. More preferably, the skin care formulation of the present invention contains 0 to 70% by weight (more preferably 0.1 to 65% by weight, more preferably 5 to 60% by weight, most preferably 10 to 25% by weight) of a sun protection active substance based on the weight of the skin care formulation, and the sun protection active substance is an ultraviolet absorber.More preferably, the skincare formulation of the present invention comprises 0 to 70% by weight (more preferably 0.1 to 65% by weight, even more preferably 5 to 60% by weight, most preferably 10 to 25% by weight) of sun care active substances based on the weight of the skincare formulation, wherein the sun care active substances include physical barriers (e.g., red petrolatum, titanium dioxide, zinc oxide) and chemical absorbents (e.g., 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione (INCI: butylmethoxydibene)). Zoylmethane, 2-hydroxy-4-methoxybenzophenone (INCI: benzophenone-3), dioxybenzone, surisobenzone, menthyl anthranilate, para-aminobenzoic acid, amyl para-dimethylaminobenzoic acid, octyl para-dimethylaminobenzoic acid, ethyl 4-bis(hydroxypropyl) para-aminobenzoic acid, polyethylene glycol (PEG-25) para-aminobenzoic acid, ethyl 4-bis(hydroxypropyl) aminobenzoic acid, diethanolamine para-methioxycinnamate 2-Ethoxyethyl para-methoxycinnamate, ethylhexyl para-methoxycinnamate, octyl para-methoxycinnamate, isoamyl para-methoxycinnamate, 2-ethylhexyl-2-cyano-3,3-diphenyl-acrylate, 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate (INCI: octocrylene), 2-ethylhexyl-2-hydroxybenzoate (INCI: ethylhexyl salicylate), homomenthyl salicylate, glyceryl The ultraviolet absorber is selected from the group consisting of aminobenzoic acid, triethanolamine salicylate, diguaroyl triolate, lawsone containing dihydroxyacetone, 2-phenylbenzimidazole-5-sulfonic acid, 4-methylbenzylidene camphor, avobenzone, triazine, benzotriazole, vinyl group-containing amide, cinnamic acid amide, sulfonated benzimidazole), 3,3,5-trimethylcyclohexyl 2-hydroxybenzoic acid (INCI: homosalate), and mixtures thereof.More preferably, the skincare formulation of the present invention contains 0 to 70% by weight (more preferably 0.1 to 65% by weight, even more preferably 5 to 60% by weight, and most preferably 10 to 25% by weight) of a sun care active substance based on the weight of the skincare formulation, and the sun care active substance is an ultraviolet absorber containing a mixture of ultraviolet absorbers. Most preferably, the skincare formulation of the present invention comprises 0 to 70% by weight (more preferably 0.1 to 65% by weight, even more preferably 5 to 60% by weight, most preferably 10 to 25% by weight) of a sun care active substance based on the weight of the skincare formulation, wherein the sun care active substance is a mixture of ultraviolet absorbers comprising at least one of titanium dioxide, 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione, 2-ethylhexyl-2-hydroxybenzoic acid, 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, 2-hydroxy-4-methoxybenzophenone, and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate.
[0023] Preferably, the skincare formulation of the present invention further optionally comprises additives. More preferably, the skincare formulation of the present invention further comprises additives selected from the group consisting of waterproofing agents, emollients, preservatives, antioxidants, fragrances, moisturizers, rheology modifiers, cosmetic modifiers, vitamins, skin protectants, oils, emulsifiers, surfactants, pearlescent agents, consistency factors, thickeners, superfatizers, stabilizers, polymers, silicone compounds, fats, waxes, lecithin, phospholipids, fillers, light-controlling powders, antiperspirant active substances (e.g., aluminum salts, zirconium salts) and mixtures thereof.
[0024] Preferably, the skincare formulation of the present invention has a pH of 4 to 9. More preferably, the skincare formulation of the present invention has a pH of 4.5 to 8.5. Even more preferably, the skincare formulation of the present invention has a pH of 5.0 to 8.0. Most preferably, the skincare formulation of the present invention has a pH of 5.5 to 7.5.
[0025] Herein, several embodiments of the present invention will be described in detail in the following examples.
[0026] Synthetic S1: Silylated maltodextrin Ammonium chloride (412.4 mg, 0.05 equivalents) and Glucidex® 1 maltodextrin (DE 1, Roquette) (25.0 g, 0.154 mol, 1.0 equivalent) were mixed in a 2 CV helicone mixer (CIT) at a stirring speed of 5 Hz. The resulting mixture was transferred to a reactor. Hexamethyldisilazane (80.87 g, 3.25 equivalents) was then added dropwise to the reactor contents. Dimethyl sulfoxide (10.8 g) was then added to the reactor contents. The reactor was then sealed and continuously flushed with nitrogen. The reactor contents were stirred at 20 Hz. Heat was applied to the reactor using a heating mantle set to 40°C, and the stirring speed was increased to 50 Hz. After 30 minutes, the heating mantle was set to 50°C. The temperature setting of the heating mantle was then increased in 10°C increments over 1 hour up to 80°C. After the temperature of the reactor contents reached 71°C, the reactor contents were stirred for 1 hour. Then, the heating mantle was removed and the stirring speed was reduced to 25 Hz. When the reactor contents cooled to <50°C, stirring was stopped and 400 mL of ethyl acetate was added to the reactor contents. Then, stirring was restarted at 25 Hz for 5 minutes. Then, stirring was stopped and the organic layer was transferred to a collection jar. Then, 100 mL of ethyl acetate was added to the reactor contents and stirring was restarted at 25 Hz for 5 minutes. Then, stirring was stopped and the organic layer was transferred to the contents of the collection jar. The contents of the collection jar were transferred to a separatory funnel and washed twice with distilled water (2 × 250 mL). The organic layer was collected in an Erlenmeyer flask and dried with sodium sulfate. Then, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 46.3 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 1.67 by 1H NMR.
[0027] Synthetic S2: Silylated maltodextrin Ammonium chloride (454.4 mg, 0.05 equivalents) and Glucidex® 1 maltodextrin (DE 1, Roquette) (27.0 g, 0.166 mol, 1.0 equivalent) were mixed in a 2 CV helicone mixer (CIT) at a stirring speed of 5 Hz. The resulting mixture was transferred to a reactor. Hexamethyldisilazane (87.34 g, 3.25 equivalents) was then added dropwise to the reactor contents. Dimethyl sulfoxide (11.66 g) was then added to the reactor contents. The reactor was then sealed and continuously flushed with nitrogen. The reactor contents were stirred at 20 Hz. Heat was added to the reactor using a heating mantle set to 92°C, and the stirring speed was increased to 50 Hz. After the temperature of the reactor contents reached 83°C, the reactor contents were stirred for 1.5 hours. The heating mantle was then removed, and the stirring speed was reduced to 25 Hz. Once the reactor contents had cooled to <50°C, stirring was stopped and 400 mL of ethyl acetate was added to the reactor contents. Stirring was then restarted at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to a collection jar. Next, 100 mL of ethyl acetate was added to the reactor contents, and stirring was restarted at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to the contents of the collection jar. The contents of the collection jar were transferred to a separatory funnel and washed twice with distilled water (2 × 250 mL). The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (approximately 56.6 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.1 by 1H NMR.
[0028] Synthetic S3: Silylated maltodextrin Ammonium chloride (445.4 mg, 0.05 equivalents) and Glucidex® 1 maltodextrin (DE 1, Roquette) (27.0 g, 0.167 mol, 1.0 equivalent) were mixed in a 2 CV helicone mixer (CIT) at a stirring speed of 5 Hz. The resulting mixture was transferred to a reactor. Hexamethyldisilazane (60.47 g, 2.25 equivalents) was then added dropwise to the reactor contents. Dimethyl sulfoxide (11.7 g) was then added to the reactor contents. The reactor was then sealed and continuously flushed with nitrogen. The reactor contents were stirred at 20 Hz. Heat was added to the reactor using a heating mantle set to 55°C, and the stirring speed was increased to 50 Hz. After 5 minutes, the heating mantle was set to 102°C. The reactor contents were stirred for 2 hours. The heating mantle was then removed, and the stirring speed was reduced to 25 Hz. Once the reactor contents had cooled to <50°C, stirring was stopped and 400 mL of ethyl acetate was added to the reactor contents. Stirring was then restarted at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to a collection jar. Next, 100 mL of ethyl acetate was added to the reactor contents, and stirring was restarted at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to the contents of the collection jar. The contents of the collection jar were transferred to a separatory funnel and washed twice with distilled water (2 × 250 mL). The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (approximately 407.3 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.55 by 1H NMR.
[0029] Synthetic S4: Silylated maltodextrin Ammonium chloride (33.0 mg, 0.05 equivalent) and Maltrin M250 maltodextrin (DE 23-27, Grain Processing Corporation) (2.0 g, 12.3 mM, 1.0 equivalent) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.48 g, 2.25 equivalents) was then added dropwise to the vial contents. Dimethyl sulfoxide (1 g) was then added to the vial contents, and the vial was capped with a screw-cap septum with two venting needles on top. The vial was placed on an aluminum heating block set to 85°C for 1.5 hours. The vial contents were then cooled to <50°C and diluted with ethyl acetate (150 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 50 mL) with distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 4.15 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.2 by 1H NMR.
[0030] Synthetic S5: Silylated Cellulose Polysaccharide (BioSloc XV, 15.0 g, Tartas) was weighed into a 2 L three-necked flask equipped with a nitrogen inlet and a temperature control device. Solvent (N,N dimethylacetamide, 331 g, Sigma-Aldrich) was added, and the reaction mixture was placed under a nitrogen atmosphere with an outlet to avoid overpressure in the reactor. Silane (hexamethyldisilazane, 30 g, The Dow Chemical Company) was added to the reaction mixture all at once. The mixture was slowly heated to a set temperature of 130 °C and stirred for 7.5 hours. The solution was allowed to cool naturally, and then xylene (600 g, Sigma-Aldrich) was added to the reaction mixture along with an additional hexamethyldisilazane (20 g), and the mixture was stirred at a set temperature of 125 °C for 4 hours. The contents of the reactor were left overnight to cool to room temperature. The product solution was then transferred to a separatory funnel and subjected to solvent-free precipitation by dropwise addition to 2 L of vigorously stirred methanol. The product was isolated by filtration and dried overnight in a vacuum oven at 50°C. The product was then suspended in 500 mL of methanol, filtered, and dried overnight in a vacuum oven at 50°C. The product was analyzed by attenuated total internal reflection infrared radiation, and the DS was determined to be 2.23.
[0031] Synthetic S6: Silylated Cellulose Polysaccharide (E-60, 15.2 g, GP Cellulose) was weighed into a 2 L three-necked flask equipped with a nitrogen inlet and a temperature control device. Solvent (N,N dimethylacetamide, 324 g) was added, and the reaction mixture was placed under a nitrogen atmosphere with an outlet to avoid overpressure in the reactor. Silane (hexamethyldisilazane, 50.2 g, The Dow Chemical Company) was added to the reaction mixture all at once along with saccharin catalyst (850 mg, Sigma-Aldrich). The mixture was slowly heated to a set temperature of 130 °C and stirred for 5 hours. After the solution was allowed to cool naturally, xylene (400 g) was added to the reaction mixture, and the mixture was stirred at 120 °C for 8 hours. The contents of the reactor were left overnight to cool to room temperature. The cooled product solution was then transferred to a separatory funnel and subjected to solvent-free precipitation by dropwise addition to 2 L of vigorously stirred methanol. The product was isolated by filtration and dried overnight in a vacuum oven at 50 °C. Next, the product was suspended in 500 mL of methanol, then re-filtered, dried overnight in a vacuum oven at 50°C, and analyzed by attenuated total reflectance infrared to determine the DS at 2.6.
[0032] Synthetic S7: Silylated maltodextrin Ammonium chloride (33.0 mg, 0.05 equivalent) and Maltrin M200 maltodextrin (DE range 16.5-19.9, manufactured by Grain Processing Corporation) (2.0 g, 12.3 mM, 1.0 equivalent) were added to a 25 mL scintillation vial. Hexamethyldisilazane (3.58 g, 1.80 equivalent) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.75 g) was then added to the vial contents, and the vial was capped with a screw cap septum with two venting needles on top. The vial was placed on a heating block set to 80°C for 1 hour. The vial contents were then cooled to <50°C and diluted with ethyl acetate (150 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 50 mL) with distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 3.6 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.76 by 1H NMR.
[0033] Synthetic S8: Silylated maltodextrin Ammonium chloride (33.0 mg, 0.05 equivalent) and Maltrin M040 (DE 4-7, Grain Processing Corporation) (2.0 g, 12.3 mM, 1.0 equivalent) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.48 g, 2.25 equivalents) was then added dropwise to the vial contents. Dimethyl sulfoxide (1 g) was then added to the vial contents, and a septum cap with two vent needles was attached to the vial. The vial was placed on a heating block set to 85°C for 1.5 hours. The vial contents were then cooled to <50°C and diluted with ethyl acetate (150 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 50 mL) with distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (approximately 4.15 g). The degree of substitution (DS) of -Si(CH3)3 on a maltodextrin-based polymer is: 1It was determined to be 2.5 by 1H NMR.
[0034] Synthetic S9: Silylated maltodextrin Ammonium chloride (445.4 mg, 0.05 equivalents) and Glucidex® 1 maltodextrin (DE 1, Roquette) (27.0 g, 0.166 mol, 1.0 equivalent) were mixed in a 2 CV helicone mixer (CIT) at a stirring speed of 5 Hz. The resulting mixture was transferred to a reactor. Hexamethyldisilazane (87.34 g, 3.25 equivalents) was then added dropwise to the reactor contents. Dimethyl sulfoxide (11.66 g) was then added to the reactor contents. The reactor was then sealed and continuously flushed with nitrogen. The reactor contents were stirred at 20 Hz. Heat was applied to the reactor using a heating mantle set to 50°C, and the stirring speed was increased to 50 Hz. After 20 minutes, the heating mantle was set to 100°C. The reactor contents were stirred for 2 hours. Next, the heating mantle was removed and the stirring speed was reduced to 25 Hz. Once the reactor contents had cooled to <50°C, stirring was stopped and 400 mL of ethyl acetate was added to the reactor contents. Then, stirring was restarted at 25 Hz for 5 minutes. Next, stirring was stopped and the organic layer was transferred to a collection jar. Next, 100 mL of ethyl acetate was added to the reactor contents and stirring was restarted at 25 Hz for 5 minutes. Next, stirring was stopped and the organic layer was transferred to the contents of the collection jar. The contents of the collection jar were transferred to a separatory funnel and washed twice with distilled water (2 × 250 mL). The organic layer was collected in an Erlenmeyer flask and dried with sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 53 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.23 by 1H NMR.
[0035] Synthetic S10: Silylated maltodextrin Ammonium chloride (33.0 mg, 0.05 equivalent) and Glucidex® 1 maltodextrin (DE 1, Roquette) (2.0 g, 12.3 mM, 1.0 equivalent) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.48 g, 2.25 equivalents) was then added dropwise to the vial contents. Dimethyl sulfoxide (1 g) was then added to the vial contents, and a septum cap with two vent needles was attached to the vial. The vial was placed on a heating block set to 85°C for 2 hours. The vial contents were then cooled to <50°C and diluted with ethyl acetate (150 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 50 mL) with distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 3.96 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.51 by 1H NMR.
[0036] Synthetic S11: Silylated maltodextrin Ammonium chloride (445.4 mg, 0.05 equivalents) and Glucidex® 1 maltodextrin (DE 1, Roquette) (27.0 g, 0.166 mol, 1.0 equivalent) were mixed in a 2 CV helicone mixer (CIT) at a stirring speed of 5 Hz. The resulting mixture was transferred to a reactor. Hexamethyldisilazane (87.34 g, 3.25 equivalents) was then added dropwise to the reactor contents. Dimethyl sulfoxide (11.66 g) was then added to the reactor contents. The reactor was then sealed and continuously flushed with nitrogen. The reactor contents were stirred at 20 Hz. Heat was applied to the reactor using a heating mantle set to 50°C, and the stirring speed was increased to 50 Hz. After 20 minutes, the heating mantle was set to 100°C. The reactor contents were stirred for 2 hours. Next, the heating mantle was removed and the stirring speed was reduced to 25 Hz. Once the reactor contents had cooled to <50°C, stirring was stopped and 400 mL of ethyl acetate was added to the reactor contents. Then, stirring was restarted at 25 Hz for 5 minutes. Next, stirring was stopped and the organic layer was transferred to a collection jar. Next, 100 mL of ethyl acetate was added to the reactor contents and stirring was restarted at 25 Hz for 5 minutes. Next, stirring was stopped and the organic layer was transferred to the contents of the collection jar. The contents of the collection jar were transferred to a separatory funnel and washed twice with distilled water (2 × 250 mL). The organic layer was collected in an Erlenmeyer flask and dried with sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain a fine white powder (approximately 56.3 g). The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.42 by 1H NMR.
[0037] Synthetic S12: Silylated maltodextrin Ammonium chloride (24.7 mg, 0.05 equivalents) and dried Glucidex® 1 maltodextrin (DE 1, Roquette) (1.5 g, 3.25 equivalents) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.85 g, 3.25 equivalents) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.8 g) was then added to the vial contents, and a septum cap with two vent needles was attached to the vial. The vial was placed on a heating block set to 90°C for 4 hours. The vial contents were then cooled to <50°C and diluted with ethyl acetate (200 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 60 mL) with a 50 / 50 vol / vol mixture of brine and distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain an off-white crystalline solid, which was easily ground into a fine powder using a spatula. The product powder was vacuum-dried in an oven at 50°C for 5 hours. The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.42 by 1H NMR.
[0038] Synthetic S13: Silylated maltodextrin Ammonium chloride (24.7 mg, 0.05 equivalent) and dried Maltrin M150 maltodextrin (DE 13-17, Grain Processing Corporation) (1.5 g, 1.0 equivalent) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.85 g, 3.25 equivalents) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.8 g) was then added to the vial contents, and a septum cap with two vent needles was fitted to the vial. The vial was placed on a heating block set to 90°C for 2.5 hours. The vial contents were then cooled to <50°C and diluted with ethyl acetate (200 mL). The organic layer was transferred to a separatory funnel and washed three times (3 × 60 mL) with a 50 / 50 vol / vol mixture of brine and distilled water. The organic layer was collected in an Erlenmeyer flask and dried over sodium sulfate. Next, the organic layer was concentrated under vacuum to obtain an off-white crystalline solid, which was easily ground into a fine powder using a spatula. The product powder was vacuum-dried in an oven at 50°C for 5 hours. The degree of substitution (DS) of -Si(CH3)3 on the maltodextrin-based polymer was: 1 It was determined to be 2.64 by 1H NMR.
[0039] Solubility screening (2% by weight) The solubility of the products of synthesis S1-S6 and commercially available maltodextrin (Glucidex® 1, manufactured by Roquette) containing DE1 was evaluated on different supports by individually combining the products of synthesis S1-S6 (0.1 g) and the commercially available maltodextrin with various solvents (4.9 g) listed in Table 1 in separate vials. The resulting 2 wt% solutions were stirred with a magnetic stirring rod at approximately 22°C for 1 hour. The results of the support and solubility observations are provided in Table 1.
[0040] [Table 1]
[0041] Solubility screening (50% by weight) The solubility of the synthesized products S2, S3, and S7 (2g) was evaluated in isododecane (2g) as shown in Table 2. The resulting 50% by weight solution was stirred using a magnetic stirring rod at approximately 22°C for 1 hour. The results of the support and solubility observations are provided in Table 2.
[0042] [Table 2]
[0043] Viscosity in isododecane The products of synthesis S5, S6, and S9 were dissolved in isododecane at different concentrations as shown in Table 3. The viscosity of the resulting solutions was then determined at approximately 22°C and 100 rpm using a Brookfield DV-111-ultra viscometer equipped with an SC4-28 spindle. The results are shown in Table 3.
[0044] [Table 3]
[0045] Comparative Examples CF1-CF2 and Examples F1-F4: Colored Dispersions In Comparative Examples CF1-CF2 and Examples F1-F4, a colored dispersion was prepared by mixing red iron oxide (CI 77491) (and) triethoxycaprylylsilane pigment (1 g) and a carrier (9.8 g) from Gelest with the components (0.2 g) listed in Table 4.
[0046] [Table 4]
[0047] Friction resistance Films were deposited from dispersions prepared according to Comparative Examples CF1-CF2 and Examples F1-F4 by coating Vitro-skin (IMS inc.) to a wet thickness of 50 μm using an automatic coater and rectangular applicator. The deposited films were air-dried overnight in an environmentally controlled room (approximately 22°C and 50% RH). Collagen was punched out and attached to an XRF cylindrical holder using double-sided tape. Initial L, a, and b values were measured using a BYK-Gardner (Germany) color spectrophotometer. The ΔE value of the film was calculated from the measured L, a, and b values. The XRF cylinder was then placed on a felt band (thickener / film coating in contact with the band) and passed through a washability tester (Braive Instruments SA (Belgium)). The felt band was replaced between each friction-drop cycle. The results of the friction-drop test are provided in Table 5. Friction-drop resistance (also known as wear resistance) is directly related to ΔE between friction-drop cycles. The lower the ΔE, the better the wear resistance.
[0048] [Table 5]
[0049] Comparative Examples CF3-CF5 and Examples F5-F9: Water Repellency The water repellency of a coating is strongly influenced by its surface energy. High water repellency is desirable for skincare applications. The water repellency of a formulation can be evaluated by measuring the water contact angle from the deposited coating. Specifically, the coating was applied from the as-received polymer solution onto a glass slide (50 μm) using a doctor blade coating applicator with a gap set to 6 mil (0.1524 mm) with the components listed in Table 6. The coating was then air-dried in an environmentally controlled chamber (approximately 22°C and 50% RH) for at least 72 hours. Water droplets were then deposited onto the substrate using a droplet shape analyzer (Kruss DSA100), and the water contact angle of the deposited coating was measured at 4 seconds and 120 seconds (degrees). The results of the water contact angle measurement are shown in Table 6. A larger contact angle indicates higher water repellency. A contact angle greater than 90° is considered excellent.
[0050] [Table 6]
[0051] Comparative Examples CF6-CF9 and Examples F10-F12: Color Cosmetic Formulations Color cosmetic formulations were prepared using Comparative Examples CF6-CF9 and Examples F10-F12, which have the formulations listed in Table 7. The components of Phase A and Phase B were mixed in separate containers. The components of Phase B and Phase C were placed in separate beakers and combined, then mixed until homogeneous. Next, the mixed components of Phase B and C were added to the combined components of Phase A, and mixed until homogeneous.
[0052] [Table 7]
[0053] Friction resistance Films were deposited from color cosmetic formulations prepared according to Comparative Example CF6 and Example F10 by coating Vitro-skin (manufactured by IMS inc.) to a wet thickness of 25 μm using an automatic coater and rectangular applicator. The deposited films were air-dried overnight in an environmentally controlled room (approximately 22°C and 50% RH). Felt was punched out and attached to an XRF cylindrical holder using double-sided tape. Initial L, a, and b values were measured using a BYK-Gardner (Germany) color spectrophotometer. The ΔE value of the film was calculated from the measured L, a, and b values. The XRF cylinder was then placed on a felt band (thickener / film coating in contact with the band) and passed through a washability tester (Braive Instruments SA (Belgium)). The felt band was replaced between each friction-drop cycle. The results of the friction-drop test are provided in Table 8 below. Friction-drop resistance (also known as abrasion resistance) is directly related to ΔE between friction-drop cycles. The lower the ΔE, the better the wear resistance.
[0054] [Table 8]
[0055] Stability of the formulation The storage stability of color cosmetic formulations prepared according to Comparative Examples CF7-CF9 and Examples F10-F12 was evaluated after storage at room temperature (21°C) and 40°C for 6 months. The results are shown in Table 9.
[0056] [Table 9]
[0057] Comparative Examples CF10-CF12 and Example F13: Dispersion In CF10 to CF12 and Example F13, dispersions were prepared by mixing isododecane (9.8 g) with the components (0.2 g) listed in Table 10.
[0058] [Table 10]
[0059] water repellency The water repellency of a coating is strongly influenced by its surface energy. High water repellency is desirable for color cosmetics applications. The water repellency of a formulation can be evaluated by measuring the water contact angle from the deposited coating. Specifically, the coating was deposited from the as-received polymer solution onto glass using a square coating applicator with a gap set to 50 μm (wet thickness) from dispersions prepared according to Comparative Examples CF10-CF12 and Example F13, and the coating was air-dried in an oven (approximately 32°C and 50% RH) for at least 16 hours. After depositing water droplets onto the substrate using a droplet shape analyzer (Kruss DSA100), the water contact angle was measured at approximately 4 seconds and 115 seconds (degrees). The results of the water contact angle measurement are shown in Table 11. The contact angle retention rates reported in Table 11 follow the following formula. Retention rate (%) = [(Contact angle at time = 115 seconds) / (Contact angle at time = 4 seconds)] * 100
[0060] [Table 11]
Claims
1. A skincare formulation containing a film-forming polymer, The aforementioned film-forming polymer is -Si(R 1 ) 3 group; [wherein each R 1 However, independently, C 1~10 A functionalized maltodextrin comprising a maltodextrin-based polymer functionalized with a linear or branched saturated alkyl group, wherein the maltodextrin-based polymer has 1 to 24 dextrose equivalents (DE), and the functionalized maltodextrin has 1.7 to 3 -Si(R) 1 ) 3 A skincare formulation having a degree of substitution (DS) of groups, wherein the functionalized maltodextrin does not contain vinyl carbon.
2. The skincare formulation according to claim 1, further comprising a dermatologically acceptable carrier.
3. The dermatologically acceptable carrier is water, glycol, C 1~10 A skincare formulation according to claim 2, selected from the group consisting of linear or branched alcohols, ketones, acetals, butyl cellosolve, dimethicone, polydimethylsiloxane, alkanes, alkanoates, dermatologically acceptable hydrophobic ester oils, dicaprylyl carbonate, alkyl benzoates, hemisqualane, dioctyl ethers, keto acids, and mixtures thereof.
4. The skincare formulation according to claim 3, further comprising a color component.
5. The skincare formulation according to claim 4, wherein the color component is selected from the group consisting of inorganic pigments, organic pigments, aqueous pigment dispersions, and mixtures thereof.
6. The color components are Ext. D&C Yellow No. 2, Ext. D & C Violet No. 2.FD&C Red No. 4.FD&C Red No. 40, FD&C Yellow No. 5.FD&C Yellow No. 6.FD&C Green No. 3.FD&C Blue No.
1. D&C Yellow No.
7. D&C Yellow No.
8. D&C Yellow No. 10, D&C Yellow No.
11. D&C Violet No.
2. D&C Red No.
6. D&C Red No.
7. D&C Red No. 17, D&C Red No. 21, D&C Red No. 22, D&C Red No. 27, D&C Red No. 28, D&C Red No. 30, D&C Red No. 31, D&C Red No. 34, D&C Red No. 33, D&C Red No. 36, D&C Green No.
5. D&C Green No.
6. D&C Green No.
8. D&C Blue No.
4. D&C Orange No.
4. D&C Orange No.
5. D&C Orange No.
10. D&C Orange No.
11. D&C Brown No.
1. A color cosmetic formulation according to claim 4, selected from the group consisting of aluminum powder, Annatto, bismuth citrate, bismuth oxychloride, bronze powder, caramel, carmine, β-carotene, chromium hydroxide, chromium oxide, copper chlorophyllin, copper powder, dihydroxyacetone, ultramarine (Ferric Ammonium ferrocyanide), ferric ferrocyanide, guanine, iron oxide, manganese violet, mica, silver, titanium dioxide, ultramarine, zinc oxide, and mixtures thereof.
7. The color cosmetic formulation according to claim 4, wherein the color component comprises at least one iron oxide.
8. The color cosmetic formulation according to claim 7, wherein the dermatologically acceptable carrier comprises isododecane.
9. The color cosmetic formulation according to claim 4, further comprising a sun care active substance.
10. The color cosmetic formulation according to claim 4, wherein the color cosmetic formulation has a pH of 5.5 to 7.5.