Sunscreen formulations
By using functionalized maltodextrin as film-forming polymer, the shortcomings of existing sunscreen preparations in retaining water resistance and active ingredients are solved, and the biocarbon content is improved, achieving more effective UV radiation protection and water resistance.
Patent Information
- Application Number
- CN202380066274.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2022-10-18
- Filing Date
- 2023-10-12
- Publication Date
- 2025-04-25
AI Technical Summary
While providing UV radiation protection, existing sunscreen preparations are difficult to effectively retain water resistance and active ingredients, and have a low biocarbon content.
Functionalized maltodextrin is used as the film-forming polymer, and the maltodextrin base polymer functionalized by the -Si(R1)3 group provides water resistance and helps retain active ingredients while increasing the biocarbon content.
Effective absorption and protection of UV radiation is achieved, while improving the water resistance of sunscreen preparations and the retention effect of active ingredients, and increasing the biocarbon content.
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Abstract
Description
[0001] The present invention relates to a sunscreen formulation. In particular, the present invention relates to a sunscreen formulation comprising a dermatologically acceptable carrier; a UV radiation absorber; and a film-forming polymer, wherein the film-forming polymer is a functionalized maltodextrin, the functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group; wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20; wherein the functionalized maltodextrin has a -Si(R 1 )3 group substitution degree DS; and wherein the functionalized maltodextrin does not contain vinyl carbon.
[0002] The damaging effects of sunlight on human skin are well documented. Six percent of the solar energy that reaches the Earth's surface is ultraviolet (UV) radiation with a wavelength of 290nm to 400nm. This radiation consists of two components: (i) low-energy UVA radiation with a wavelength of 320nm to 400nm and (ii) high-energy UVB radiation with a wavelength of 290nm to 320nm. Although the UV portion of solar energy is relatively small, it causes nearly 99% of the side effects of sunlight exposure. For example, high-energy UVB radiation can lead to the development of sunburn, skin aging, and the appearance of skin cancer. For example, low-energy UVA radiation can cause direct tanning and erythema (abnormal redness) of the skin, and contribute to the appearance of skin aging.
[0003] By avoiding direct exposure to sunlight, individuals can avoid the serious effects caused by exposure to UV radiation. However, due to the nature of some people's work, it is challenging for them to avoid such exposure. In addition, some people voluntarily expose their skin to the sun, for example, to get a tan. Therefore, it is important to protect against the harmful effects of the sun.
[0004] Protection from the harmful effects of UV radiation exposure can be provided in the form of two topical formulations containing at least one physical UV blocker or at least one chemical UV absorber or a combination thereof. Physical blockers include active ingredients such as titanium dioxide, zinc oxide, and red petrolatum. Chemical absorbers include active ingredients such as para-aminobenzoic acid (more commonly known as PABA), which is usually transparent when applied and works by absorbing UV radiation, providing selective protection against certain UV bands depending on the absorption spectrum of the active ingredient in the formulation.
[0005] The effectiveness of a given sunscreen formulation is assessed by how well it protects the skin in terms of the sun protection factor (SPF), which is defined as the ratio of the amount of energy required to produce minimal erythema on sunscreen-protected skin to the amount of energy required to produce the same level of erythema on unprotected skin.
[0006] The need for compositions that impart water resistance and help retain active ingredients in sunscreen compositions is well known. Without them, sunscreen actives may wash off, wear off, re-emulsify, or otherwise lose their effectiveness.
[0007] U.S. Pat. No. 9,486,399 to Zeng et al. discloses a method for imparting water resistance and helping to retain active ingredients in a personal care composition. Zeng et al. disclose a personal care composition comprising: (a) a polymer, wherein the polymer comprises, based on the weight of the polymer, 20 parts by weight of butyl acrylate / 40 parts by weight of ethylhexyl acrylate / 38.5 parts by weight of methyl methacrylate / 1.5 parts by weight of methacrylic acid / 0.075 parts by weight of allyl methacrylate as polymerized units; and (b) at least one sunscreen active; wherein the polymer is formed in a single stage.
[0008] Nonetheless, there remains a need for new film-forming ingredients that advance the need to impart water resistance and aid in the retention of active ingredients in sunscreen compositions while having increased biochar content compared to conventional film-forming ingredients.
[0009] The present invention provides a sunscreen formulation, which comprises: a dermatologically acceptable carrier; a UV radiation absorber; and a film-forming polymer, wherein the film-forming polymer is a functionalized maltodextrin, the functionalized maltodextrin comprising -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group; wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20; wherein the functionalized maltodextrin has a -Si(R 1 )3 group substitution degree DS; and wherein the functionalized maltodextrin does not contain vinyl carbon.
[0010] The present invention also provides a method of protecting the skin from exposure to sunlight, the method comprising: providing a sunscreen formulation of the present invention, and applying the sunscreen formulation to the skin. DETAILED DESCRIPTION
[0011] Surprisingly, a film-forming polymer has been discovered wherein the film-forming polymer is a functionalized maltodextrin comprising a -Si(R1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group; wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20; wherein the functionalized maltodextrin has a -Si(R 1 )3 groups; and wherein the functionalized maltodextrin does not contain vinyl carbon; wherein the film-forming polymer imparts water resistance and helps retain the active ingredient in the sunscreen composition, and wherein the film-forming polymer has an increased biocarbon content compared to conventional film-forming ingredients.
[0012] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.
[0013] The term "dextrose equivalent DE" as used herein and in the appended claims refers to the degree of starch hydrolysis, specifically, the reducing value of a starch hydrolysate material compared to the reducing value of an equal weight of dextrose, expressed as a percentage on a dry basis, as measured by the Lane and Eynon method described in Standard Analytical Method E-26, Corn Refiners Association, 6th Edition, 1977, E-26, pp. 1-3. For example, a maltodextrin with a DE of 10 will have 10% of the reducing power of a dextrose with a DE of 100.
[0014] As used herein and in the appended claims, the term "vinyl carbon" refers to a carbon that participates in a double bond with another carbon.
[0015] As used herein and in the appended claims, the term "free of vinyl carbon" with respect to functionalized maltodextrin means that the functionalized maltodextrin contains vinyl carbon below the detectable limit.
[0016] As used herein and appended hereto, the term "dermatologically acceptable" refers to ingredients 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 contemplated as part of this invention.
[0017] As used herein and in the appended claims, the term "aesthetic characteristics" in connection with sunscreen formulations refers to visual and tactile sensory properties (eg, smoothness, stickiness, lubricity, texture, color, clarity, haze, uniformity).
[0018] Preferably, the sunscreen preparation of the present invention is provided in a product form selected from the group consisting of: cream, non-aqueous solution, oil, ointment, paste, gel, lotion, milk, foam, stick and suspension. More preferably, the sunscreen preparation of the present invention is provided in the form of a non-aqueous solution. Most preferably, the sunscreen preparation of the present invention is formulated to use a mechanical device (e.g., a manual pump spray container, a squeeze bottle) or a pressurized aerosol container (e.g., a nozzle bag container, a pressurized can) to generate a spray for application to the skin.
[0019] Preferably, the sunscreen preparation of the present invention is provided in a product form selected from the group consisting of: cream, non-aqueous solution, emulsion, oil, ointment, paste, gel, lotion, milk, foam, stick and suspension. More preferably, the sunscreen preparation of the present invention is provided in an emulsion.
[0020] Preferably, the sunscreen formulation of the present invention comprises: a dermatologically acceptable carrier (preferably, 10 wt % to 98 wt % (more preferably, 30 wt % to 92 wt %; still more preferably, 35 wt % to 85 wt %; most preferably, 40 wt % to 80 wt %) of a dermatologically acceptable carrier based on the weight of the sunscreen formulation); a UV radiation absorber (preferably, 0.1 wt % to 70 wt % (more preferably, 5 wt % to 65 wt %; still more preferably, 40 wt % to 80 wt %) of a dermatologically acceptable carrier based on the weight of the sunscreen formulation); % to 60 wt %; most preferably, 10 wt % to 55 wt %) of a UV radiation absorber); and a film-forming polymer (based on the weight of the sunscreen formulation, preferably, 0.1 wt % to 70 wt % (more preferably, 1 wt % to 15 wt %; still more preferably, 1.5 wt % to 10 wt %; most preferably, 2 wt % to 6 wt %) of a film-forming polymer), wherein the film-forming polymer is a functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group (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; still more preferably, a methyl group, an ethyl group and a propyl group; still 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); wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the functionalized maltodextrin has a -Si(R) of 1.7 to 3 1)3 groups (preferably, 1.8 to 3; more preferably, 2.0 to 3; still more preferably, 2.4 to 2.9; still more preferably, 2.5 to 2.9; most preferably, 2.6 to 2.9); and wherein the functionalized maltodextrin does not contain vinyl carbons. More preferably, the sunscreen formulation of the present invention comprises: a dermatologically acceptable carrier (preferably, based on the weight of the sunscreen formulation, 10 wt % to 98 wt % (more preferably, 30 wt % to 92 wt %; still more preferably, 35 wt % to 85 wt %; most preferably, 40 wt % to 80 wt %) of a dermatologically acceptable carrier); a UV radiation absorber (based on the weight of the sunscreen formulation, preferably, 0.1 wt % to 70 wt % (more preferably, 5 wt % to 65 wt %; still more preferably, 40 wt % to 80 wt %) of a dermatologically acceptable carrier); % to 60 wt %; most preferably, 10 wt % to 55 wt %) of a UV radiation absorber); and a film-forming polymer (based on the weight of the sunscreen formulation, preferably, 0.1 wt % to 70 wt % (more preferably, 1 wt % to 15 wt %; still more preferably, 1.5 wt % to 10 wt %; most preferably, 2 wt % to 6 wt %) of a film-forming polymer), wherein the film-forming polymer is a functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein -Si(R 1 )3 groups are connected to the maltodextrin base polymer via a CO-Si bond; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group (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; still more preferably, a methyl group, an ethyl group and a propyl group; still 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); wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the functionalized maltodextrin has a -Si(R) of 1.7 to 3 1 )3 groups (preferably, 1.8 to 3; more preferably, 2.0 to 3; still more preferably, 2.4 to 2.9; yet more preferably, 2.5 to 2.9; most preferably, 2.6 to 2.9); and wherein the functionalized maltodextrin does not contain vinyl carbons.
[0021] Preferably, the sunscreen formulation of the present invention comprises, based on the weight of the sunscreen formulation, 10% to 98% by weight (preferably, 30% to 92% by weight; more preferably, 35% to 85% by weight; most preferably, 40% to 80% by weight) of a dermatologically acceptable carrier. More preferably, the sunscreen formulation of the present invention comprises 10% to 98% by weight (preferably, 30% to 92% by weight; more preferably, 35% to 85% by weight; most preferably, 40% to 80% by weight) of a dermatologically acceptable carrier; wherein the dermatologically acceptable carrier is selected from the group consisting of: water; glycols (e.g., ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, ethoxydiglycol); C 1-10 Straight or branched alcohols (e.g., methanol, ethanol, propanol, isopropanol, butanol, 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., C benzoate); 12-15 alkyl esters); hemi-squalane; dicaprylyl ether; keto acids (e.g., levulinic acid) and mixtures thereof. Still more preferably, the sunscreen formulations of the present invention comprise 10% to 98% by weight (preferably, 30% to 92% by weight; more preferably, 35% to 85% by weight; most preferably, 40% to 80% by weight) of a dermatologically acceptable carrier; wherein the dermatologically acceptable carrier is selected to be able to evaporate when the sunscreen formulation is applied to the skin (preferably, human skin). Even more preferably, the sunscreen formulations of the present invention comprise 10% to 98% by weight (preferably, 30% to 92% by weight; more preferably, 35% to 85% by weight; most preferably, 40% to 80% by weight) of a dermatologically acceptable carrier; wherein the dermatologically acceptable carrier comprises C 1-4 Straight or branched alcohol (e.g., methanol, ethanol, propanol, isopropanol, butanol) (preferably, wherein the alcohol is a denatured alcohol). Most preferably, the sunscreen formulations of the present invention comprise 10% to 98% by weight (preferably, 30% to 92% by weight; more preferably, 35% to 85% by weight; most preferably, 40% to 80% by weight) of a dermatologically acceptable carrier; wherein the dermatologically acceptable carrier comprises a specific denatured ethanol (e.g., INCI: SD ALCOHOL 40-B; INCI: DENATED ALCOHOL).
[0022] Preferably, the sunscreen formulations of the present invention comprise 0.1 wt% to 70 wt% (preferably 5 wt% to 65 wt%; more preferably 7.5 wt% to 60 wt%; most preferably 10 wt% to 55 wt%) of UV radiation absorber, based on the weight of the sunscreen formulation. More preferably, the sunscreen formulation of the present invention comprises 0.1 wt.% to 70 wt.% (preferably, 5 wt.% to 65 wt.%; more preferably, 7.5 wt.% to 60 wt.%; most preferably, 10 wt.% to 55 wt.%) of a UV radiation absorber; wherein the UV radiation absorber is selected from the group consisting of: physical blockers (e.g., red petrolatum, titanium dioxide, zinc oxide); chemical absorbers (e.g., 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione (INCI: avobenzone), 2-hydroxy-4-methoxybenzophenone (INCI: oxybenzone); dihydroxybenzone; sulisophenone; menthyl anthranilate; p-aminobenzoic acid; p-dimethylaminobenzoic acid valeric acid; p-dimethylaminobenzoic acid octyl ester; 4-bis(hydroxypropyl) ethyl p-aminobenzoate; polyethylene glycol (PEG-25) p-aminobenzoate; 4-bis(hydroxypropyl) )Ethyl aminobenzoate; Diethanolamine p-methoxycinnamate; 2-ethoxyethyl p-methoxycinnamate; Ethylhexyl p-methoxycinnamate; Octyl p-methoxycinnamate; Isoamyl p-methoxycinnamate; 2-ethylhexyl-2-cyano-3,3-diphenyl-acrylate; 2-ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate (INCI: Octocrylene); 2-ethylhexyl 2-hydroxybenzoate (INCI: Water Salicylate (octyl salicylate); homomanic salicylate; aminobenzoic acid glyceryl ester; salicylic acid triethanolamine; gallyl gallate trioleate; dihydroxyacetone-containing hyaluronan; 2-phenylbenzimidazole-5-sulfonic acid; 4-methylbenzylidene camphor; avobenzone; triazine; benzotriazole; amide containing a vinyl group; cinnamic acid amide; sulfonated benzimidazole; 2-hydroxybenzoic acid 3,3,5-trimethylcyclohexyl ester (INCI: homosalate); and mixtures thereof. Still more preferably, the sunscreen formulation of the present invention comprises 0.1% to 70% by weight (preferably, 5% to 65% by weight; more preferably, 7.5% to 60% by weight; most preferably, 10% to 55% by weight) of a UV radiation absorber, wherein the UV radiation absorber comprises a mixture of UV radiation absorbers.Still more preferably, the sunscreen formulations according to the invention comprise from 0.1% to 70% by weight (preferably from 5% to 65% by weight; more preferably from 7.5% to 60% by weight; most preferably from 10% to 55% by weight) of a UV radiation absorber, wherein the UV absorber is a mixture of UV absorbers comprising at least one of: 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione (INCI: Avobenzone); 2-ethylhexyl 2-hydroxybenzoate (INCI: OCTYL SALICYLATE); 2-ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate (INCI: OCTOCRYLENE); 2-hydroxy-4-methoxybenzophenone (INCI: OXYBENZOONE) and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate (INCI: HOMOSALICATE). Most preferably, the sunscreen formulations of the present invention comprise 0.1 wt.% to 70 wt.% (preferably 5 wt.% to 65 wt.%; more preferably 7.5 wt.% to 60 wt.%; most preferably 10 wt.% to 55 wt.%) of a UV radiation absorber, wherein the UV absorber is a mixture of UV absorbers including 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione (INCI: Avobenzone); 2-ethylhexyl 2-hydroxybenzoate (INCI: OCTYL SALICYLATE); 2-ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate (INCI: OCTOCRYLENE) and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate (INCI: Homosalate).
[0023] Preferably, the sunscreen formulation of the present invention comprises, based on the weight of the sunscreen formulation, 0.1 wt% to 70 wt% (preferably, 1 wt% to 15 wt%; more preferably, 1.5 wt% to 10 wt%; most preferably, 2 wt% to 6 wt%) of a film-forming polymer; wherein the film-forming polymer is a functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group (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; still more preferably, a methyl group, an ethyl group and a propyl group; still 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); wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the functionalized maltodextrin has a -Si(R) of 1.7 to 3 1)3 groups (preferably, 1.8 to 3; more preferably, 2.0 to 3; still more preferably, 2.4 to 2.9; yet more preferably, 2.5 to 2.9; most preferably, 2.6 to 2.9); and wherein the functionalized maltodextrin does not contain vinyl carbons. More preferably, the sunscreen formulation of the present invention comprises, based on the weight of the sunscreen formulation, 0.1 wt% to 70 wt% (preferably, 1 wt% to 15 wt%; more preferably, 1.5 wt% to 10 wt%; most preferably, 2 wt% to 6 wt%) of a film-forming polymer; wherein the film-forming polymer is a functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein -Si(R 1 )3 groups are connected to the maltodextrin base polymer via a CO-Si bond; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group (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; still more preferably, a methyl group, an ethyl group and a propyl group; still 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); wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the functionalized maltodextrin has a -Si(R) of 1.7 to 3 1 )3 groups (preferably, 1.8 to 3; more preferably, 2.0 to 3; still more preferably, 2.4 to 2.9; yet more preferably, 2.5 to 2.9; most preferably, 2.6 to 2.9); and wherein the functionalized maltodextrin does not contain vinyl carbons.
[0024] Preferably, the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19). More preferably, the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the maltodextrin base polymer is a linear or branched maltodextrin polymer comprising a plurality of glucose structural units. Most preferably, the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20 (preferably, 4 to 20; more preferably, 6 to 19.75; still more preferably, 14 to 19.5; most preferably, 17 to 19); wherein the maltodextrin base polymer is a linear or branched maltodextrin polymer comprising a plurality of glucose structural units; wherein 90 mol% to 100 mol% (preferably, 92 mol% to 100 mol%; more preferably, 93 mol% to 100 mol%; most preferably, 94.5 mol% to 100 mol%) of the glucose structural units are linked by α-1,4 bonds, and 0 mol% to 10 mol% (preferably, 0 mol% to 8 mol%; more preferably, 0 mol% to 7 mol%; most preferably, 0 mol% to 5.5 mol%) of the glucose structural units are linked by α-1,6 bonds.
[0025] Preferably, the maltodextrin base polymer contains less than 0.01 wt. % alternan, based on the weight of the maltodextrin base polymer. More preferably, the maltodextrin base polymer contains less than 0.001 wt. % alternan, based on the weight of the maltodextrin base polymer. Most preferably, the maltodextrin base polymer contains alternan below the detectable limit.
[0026] Preferably, <0.1 mol % (preferably, <0.01 mol %; more preferably, <0.001 mol %; most preferably, < detectable limit) of the glucose building blocks in the maltodextrin base polymer are linked via β-1,4 bonds.
[0027] Preferably, <0.1 mol % (preferably, <0.01 mol %; more preferably, <0.001 mol %; most preferably, < detectable limit) of the glucose building blocks in the maltodextrin base polymer are linked via β-1,3 bonds.
[0028] Preferably, the sunscreen formulation of the present invention optionally further comprises, based on the weight of the sunscreen formulation, 0 wt % to 90 wt % (preferably, 0.01 wt % to 65 wt %; more preferably, 1 wt % to 50 wt %; preferably, 5 wt % to 25 wt %) of a color component. More preferably, the sunscreen formulation of the present invention optionally further comprises, based on the weight of the sunscreen formulation, 0 wt % to 90 wt % (preferably, 0.01 wt % to 65 wt %; more preferably, 1 wt % to 50 wt %; preferably, 5 wt % to 25 wt %) of a color component; wherein the color component is selected from the group consisting of: an inorganic pigment, an organic pigment, an aqueous pigment dispersion, and mixtures thereof. Still more preferably, the sunscreen formulation of the present invention optionally further comprises, based on the weight of the sunscreen formulation, 0 wt % to 90 wt % (preferably, 0.01 wt % to 65 wt %; more preferably, 1 wt % to 50 wt %; preferably, 5 wt % to 25 wt %) of a color component; wherein the color component is selected from the group consisting of: 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, aluminum powder, carmine, bismuth citrate, bismuth oxychloride, bronze powder, caramel, carmine, beta-carotene, chromium green hydroxide, chromium green oxide, copper chlorophyll, copper powder, dihydroxyacetone, ammonium ferric ferrocyanide, ferric ferrocyanide, guanine, iron oxide, manganese violet, mica, silver, titanium dioxide, ultramarine, zinc oxide, and mixtures thereof. Still more preferably, the sunscreen formulation of the present invention optionally further comprises, based on the weight of the sunscreen formulation, 0 wt% to 90 wt% (preferably, 0.01 wt% to 65 wt%; more preferably, 1 wt% to 50 wt%; preferably, 5 wt% to 25 wt%) of a color component; wherein the color component comprises at least one iron oxide. Most preferably, the sunscreen formulation of the present invention optionally further comprises, based on the weight of the sunscreen formulation, 0 wt% to 90 wt% (preferably, 0.01 wt% to 65 wt%; more preferably, 1 wt% to 50 wt%; preferably, 5 wt% to 25 wt%) of a color component; wherein the color component comprises a mixture of iron oxides.
[0029] Preferably, the sunscreen formulation of the present invention optionally further comprises additives. More preferably, the sunscreen formulation of the present invention further comprises additives, wherein the additives are selected from the group consisting of: water repellents, emollients, preservatives, antioxidants, fragrances, humectants, rheology modifiers, aesthetic modifiers, vitamins, skin protectants, oils (e.g., hydrophobic ester oils such as caprylic / capric triglycerides), emulsifiers, surfactants, pearlescent agents, consistency factors, thickeners, super fat enhancers, stabilizers, polymers, silicone compounds, fats, waxes, lecithin, phospholipids, fillers, light control powders, antiperspirant active substances (e.g., aluminum salts, zirconium salts) and mixtures thereof.
[0030] Preferably, the sunscreen formulations of the present invention have a pH of 4 to 9. More preferably, the sunscreen formulations of the present invention have a pH of 4.5 to 8.5. Still more preferably, the sunscreen formulations of the present invention have a pH of 5.0 to 8.0. Most preferably, the sunscreen formulations of the present invention have a pH of 5.5 to 7.5.
[0031] Some embodiments of the present invention will now be described in detail in the following examples.
[0032] Synthesis S1: Silylated maltodextrin
[0033] Combine ammonium chloride (412.4 mg, 0.05 eq.) and 1 maltodextrin (DE 1, from Roquette) (25.0 g, 0.154 mol, 1.0 eq.). The resulting mixture was transferred to the reactor. Hexamethyldisilazane (80.87 g, 3.25 eq.) 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 flushed continuously with nitrogen. The reactor contents were stirred at 20 Hz. Heat was applied to the reactor using a heating jacket set at 40 ° C, and stirring was increased to 50 Hz. After 30 minutes, the heating jacket was set to 50 ° C. The temperature setting of the heating jacket was then increased to 80 ° C in increments of 10 ° C within 1 hour. After the temperature of the reactor contents reached 71 ° C, the reactor contents were stirred for 1 hour. The heating jacket was then removed and stirring 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. Stirring was then continued at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to a collection tank. Ethyl acetate (100 mL) was then added to the reactor contents and stirring was continued at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to the contents of the collection tank. The contents of the collection tank were transferred to a separatory funnel and washed twice with distilled water (2×250 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (about 46.3 g). By 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 1.67.
[0034] Synthesis S2: Silylated maltodextrin
[0035] Combine ammonium chloride (454.4 mg, 0.05 eq.) and 1 maltodextrin (DE 1, from Roquette) (27.0g, 0.166mol, 1.0 equivalent). The resulting mixture is transferred to the reactor. Then hexamethyldisilazane (87.34g, 3.25 equivalents) is added dropwise to the reactor contents. Then dimethyl sulfoxide (11.66g) is added to the reactor contents. The reactor is then sealed and flushed continuously with nitrogen. The reactor contents are stirred at 20Hz. A heating jacket with a temperature setting of 92°C is used to apply heat to the reactor, and stirring is increased to 50Hz. After the temperature of the reactor contents reaches 83°C, the reactor contents are stirred for 1.5 hours. The heating jacket is then removed and stirring is reduced to 25Hz. When the reactor contents are cooled to <50°C, stirring is stopped and 400mL of ethyl acetate is added to the reactor contents. Then stirring is continued for 5 minutes at 25Hz. Then stirring is stopped and the organic layer is transferred to a collection tank. Then ethyl acetate (100mL) is added to the reactor contents, and stirring is continued for 5 minutes at 25Hz. Then stop stirring and transfer the organic layer to the contents of the collection tank. Transfer the contents of the collection tank to a separatory funnel and wash twice with distilled water (2 x 250 mL). Collect the organic layer in a conical flask and dry over sodium sulfate. The organic layer is then concentrated under vacuum to give a fine white powder (about 56.6 g). 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.1.
[0036] Synthesis S3: Silylated maltodextrin
[0037] Combine ammonium chloride (445.4 mg, 0.05 eq.) and 1 maltodextrin (DE 1, from Roquette) (27.0g, 0.167mol, 1.0 equivalent). The resulting mixture is transferred to the reactor. Then hexamethyldisilazane (60.47g, 2.25 equivalents) is added dropwise to the reactor contents. Then dimethyl sulfoxide (11.7g) is added to the reactor contents. The reactor is then sealed and flushed continuously with nitrogen. The reactor contents are stirred at 20Hz. Heat is applied to the reactor using a heating jacket set at 55°C, and stirring is increased to 50Hz. After 5 minutes, the heating jacket is set to 102°C. The reactor contents are stirred for 2 hours. The heating jacket is then removed and stirring is reduced to 25Hz. When the reactor contents are cooled to <50°C, stirring is stopped and 400mL of ethyl acetate is added to the reactor contents. Then stirring is continued for 5 minutes at 25Hz. Then stirring is stopped and the organic layer is transferred to a collection tank. Then ethyl acetate (100mL) is added to the reactor contents, and stirring is continued for 5 minutes at 25Hz. Then stop stirring and transfer the organic layer to the contents of the collection tank. Transfer the contents of the collection tank to a separatory funnel and wash twice with distilled water (2 x 250 mL). Collect the organic layer in a conical flask and dry over sodium sulfate. The organic layer is then concentrated under vacuum to give a fine white powder (about 407.3 g). 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.55.
[0038] Synthesis S4: Silylated maltodextrin
[0039] Ammonium chloride (33.0 mg, 0.05 eq) and Maltrin M250 maltodextrin (DE 23-27 from Grain Processing Corporation) (2.0 g, 12.3 mM, 1.0 eq) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.48 g, 2.25 eq) 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 the 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 with distilled water (3×50 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give a fine white powder (approximately 4.15 g). By 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.2.
[0040] Synthesis S5: Silylated cellulose
[0041] Polysaccharide (BioFloc XV, 15.0 g, from Tartas) was weighed in a 2L three-necked flask equipped with a nitrogen inlet and a temperature controller. Solvent (N, N-dimethylacetamide, 331 g, from 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, from The Dow Chemical Company) was added to the reaction mixture at one time. The mixture was slowly heated to a set temperature of 130°C and stirred for 7.5 hours. The solution was cooled naturally, and then xylene (600 g, from Sigma-Aldrich) was added to the reaction mixture together with additional hexamethyldisilazane (20 g), and the mixture was stirred for 4 hours at a set temperature of 125°C. The reactor contents were cooled to room temperature overnight. The reactor contents were then transferred to a separatory funnel and non-solvent precipitated by dropwise addition to 2 L of vigorously stirred methanol. The product was isolated by filtration and dried overnight at 50 ° C in a vacuum oven. The product was then suspended in 500 ml of methanol, then filtered and dried overnight at 50 ° C in a vacuum oven. The product was analyzed by attenuated total reflection infrared to determine that the DS was 2.23.
[0042] Synthesis S6: Silylated cellulose
[0043] Polysaccharide (E-60, 15.2g, from GP Cellulose) was weighed in a 2L three-necked flask equipped with a nitrogen inlet and a temperature controller. Add solvent (N, N-dimethylacetamide, 324g) and place the reaction mixture under a nitrogen atmosphere with an outlet to avoid reactor overpressure. Silane (hexamethyldisilazane, 50.2g, from Dow Chemical Company) was added to the reaction mixture at one time with saccharin catalyst (850mg, from Sigma-Aldrich). The mixture was slowly heated to a set temperature of 130°C and stirred for 5 hours. The solution was cooled naturally, then xylene (400g) was added to the reaction mixture and the mixture was stirred at 120°C for 8 hours. The reactor contents were cooled to room temperature overnight. Then, the cooled reactor contents were transferred to a separatory funnel, and non-solvent precipitation was carried out by dropwise addition to 2L of vigorously stirred methanol. The product was separated by filtration and dried overnight at 50°C in a vacuum oven. The product was then suspended in 500 ml of methanol, then filtered again and dried overnight in a vacuum oven at 50° C. The DS was determined to be 2.6 by attenuated total reflection infrared analysis.
[0044] Synthesis S7: Silylated maltodextrin
[0045] To a 25 mL scintillation vial was added ammonium chloride (33.0 mg, 0.05 eq) and Maltrin M200 maltodextrin (DE range 16.5-19.9, from Grain Processing Company) (2.0 g, 12.3 mM, 1.0 eq). Hexamethyldisilazane (3.58 g, 1.80 eq) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.75 g) was then added to the vial contents, and the vial was equipped with a septum cap with two vent needles. 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 with distilled water (3×50 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give a fine white powder (approximately 3.6 g). By 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.76.
[0046] Synthesis S8: Silylated maltodextrin
[0047] To a 25 mL scintillation vial was added ammonium chloride (33.0 mg, 0.05 eq) and Maltrin M040 (DE 4-7 from Grain Processing Company) (2.0 g, 12.3 mM, 1.0 eq). Hexamethyldisilazane (4.48 g, 2.25 eq) was then added dropwise to the vial contents. Dimethyl sulfoxide (1 g) was then added to the vial contents, and the vial was equipped with a septum cap with two vent needles. 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 with distilled water (3×50 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give a fine white powder (approximately 4.15 g). By 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by HNMR to be 2.5.
[0048] Synthesis S9: Silylated maltodextrin
[0049] Combine ammonium chloride (445.4 mg, 0.05 eq.) and 1 maltodextrin (DE 1, from Roquette) (27.0g, 0.166mol, 1.0 equivalent). The resulting mixture is transferred to the reactor. Then hexamethyldisilazane (87.34g, 3.25 equivalents) is added dropwise to the reactor contents. Then dimethyl sulfoxide (11.66g) is added to the reactor contents. The reactor is then sealed and flushed continuously with nitrogen. The reactor contents are stirred at 20Hz. A heating jacket with a temperature setting of 50°C is used to apply heat to the reactor, and stirring is increased to 50Hz. After 20 minutes, the heating jacket is set to 100°C. The reactor contents are stirred for 2 hours. The heating jacket is then removed and stirring is reduced to 25Hz. When the reactor contents are cooled to <50°C, stirring is stopped and 400mL of ethyl acetate is added to the reactor contents. Then stirring is continued for 5 minutes at 25Hz. Then stirring is stopped and the organic layer is transferred to a collection tank. Ethyl acetate (100 mL) was then added to the reactor contents and stirring was continued at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to the contents of the collection tank. The contents of the collection tank were transferred to a separatory funnel and washed twice with distilled water (2×250 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (about 53 g). 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.23.
[0050] Synthesis of S10: Silylated maltodextrin
[0051] To a 25 mL scintillation vial was added ammonium chloride (33.0 mg, 0.05 eq) and 1 maltodextrin (DE1, from Roquette) (2.0 g, 12.3 mM, 1.0 equiv). Hexamethyldisilazane (4.48 g, 2.25 equiv) was then added dropwise to the vial contents. Dimethyl sulfoxide (1 g) was then added to the vial contents, and the vial was equipped with a septum cap with two vent needles. 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 with distilled water (3×50 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give a fine white powder (approximately 3.96 g). By 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.51.
[0052] Synthesis of S11: Silylated maltodextrin
[0053] Combine ammonium chloride (445.4 mg, 0.05 eq.) and 1 maltodextrin (DE 1, from Roquette) (27.0g, 0.166mol, 1.0 equivalent). The resulting mixture is transferred to the reactor. Then hexamethyldisilazane (87.34g, 3.25 equivalents) is added dropwise to the reactor contents. Then dimethyl sulfoxide (11.66g) is added to the reactor contents. The reactor is then sealed and flushed continuously with nitrogen. The reactor contents are stirred at 20Hz. A heating jacket with a temperature setting of 50°C is used to apply heat to the reactor, and stirring is increased to 50Hz. After 20 minutes, the heating jacket is set to 100°C. The reactor contents are stirred for 2 hours. The heating jacket is then removed and stirring is reduced to 25Hz. When the reactor contents are cooled to <50°C, stirring is stopped and 400mL of ethyl acetate is added to the reactor contents. Then stirring is continued for 5 minutes at 25Hz. Then stirring is stopped and the organic layer is transferred to a collection tank. Ethyl acetate (100 mL) was then added to the reactor contents and stirring was continued at 25 Hz for 5 minutes. Stirring was then stopped and the organic layer was transferred to the contents of the collection tank. The contents of the collection tank were transferred to a separatory funnel and washed twice with distilled water (2×250 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder (about 56.3 g). 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.42.
[0054] Synthesis of S12: Silylated maltodextrin
[0055] To a 25 mL scintillation vial was added ammonium chloride (24.7 mg, 0.05 eq) and dried 1 maltodextrin (DE 1, from Roquette) (1.5 g, 3.25 eq.). Hexamethyldisilazane (4.85 g, 3.25 eq.) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.8 g) was then added to the vial contents, and the vial was equipped with a septum cap with two vent needles. 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 with a 50 / 50 vol / vol mixture of brine and distilled water (3×60 mL). The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give an off-white crystalline solid, which was easily reduced to a fine powder with a spatula. The product powder was dried in an oven at 50°C under vacuum for 5 hours. By1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.42.
[0056] Synthesis of S13: Silylated maltodextrin
[0057] Ammonium chloride (24.7 mg, 0.05 eq.) and dry Maltrin M150 maltodextrin (DE 13-17, from a grain processing company) (1.5 g, 1.0 eq.) were added to a 25 mL scintillation vial. Hexamethyldisilazane (4.85 g, 3.25 eq.) was then added dropwise to the vial contents. Dimethyl sulfoxide (0.8 g) was then added to the vial contents, and the vial was equipped with a septum cap with two exhaust needles. The vial was placed on a heating block set at 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 mixture of 50 / 50 vol / vol saline and distilled water. The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to give an off-white crystalline solid which was easily reduced to a fine powder with a spatula. The product powder was dried in an oven at 50 °C under vacuum for 5 hours. 1 The degree of substitution DS of -Si(CH3)3 on the maltodextrin base polymer was determined by H NMR to be 2.64.
[0058] Synthesis of S14: Silylated maltodextrin
[0059] Ammonium chloride (33.0 mg, 0.05 equivalent) and Maltrin M200 maltodextrin (DE 20-23, from grain processing company) (2.0 g, 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 equipped with a septum cap with two exhaust needles. The vial was placed on a heating block set at 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 a mixture of 50 / 50 vol / vol saline and distilled water. The organic layer was collected in a conical flask and dried over sodium sulfate. The organic layer was then concentrated under vacuum to obtain a fine white powder. The product powder was dried in an oven at 50 °C under vacuum for 5 hours. 1 The substitution degree DS of -Si(CH3)3 on the maltodextrin base polymer was determined by HNMR to be 2.45.
[0060] Solubility Screening (2 wt%)
[0061] As shown in Table 1, the products of synthetic S1-S6 (0.1 g) and commercial maltodextrin with a DE of 1 ( 1, from Roquette) was combined with various solvents (4.9 g) in separate vials to evaluate the solubility of the products of Synthesis S1-S6 and commercial maltodextrin in different carriers. The resulting 2 wt% solutions were stirred with a magnetic stir bar at about 22°C for 1 hour. The carrier and solubility observations are provided in Table 1.
[0062] Table 1
[0063]
[0064]
[0065] Solubility Screening (50 wt%)
[0066] The products of syntheses S2-S3 and S7 (2 g) were evaluated for solubility in isododecane (2 g) as shown in Table 2. The resulting 50 wt% solution was stirred with a magnetic stir bar at about 22° C. for 1 hour. The support and solubility observations are provided in Table 2.
[0067] Table 2
[0068]
[0069] Viscosity in Isododecane
[0070] As shown in Table 3, the products of synthesizing S5-S6 and S9 were dissolved in isododecane at different concentrations. The viscosity of the resulting solution was then measured at about 22°C and 100 rpm using a Brookfield DV-111-ultra viscometer equipped with an SC4-28 spindle. The results are provided in Table 3.
[0071] Table 3
[0072]
[0073]
[0074] Comparative Examples CF1-CF6 and Example F1: Water Repellency
[0075] The water repellency of the film is strongly affected by the surface energy. High water repellency is desired for sunscreen applications. The water repellency of the preparation can be evaluated by measuring the water contact angle of the deposited film of the preparation. Specifically, a film from a dispersion formed using the ingredients described in Table 4 was coated onto a glass slide (wet thickness of 50 μm) using a blade applicator, wherein the gap with the received polymer solution was set to 6 mils (0.1524 mm), and the film was air-dried in an environmentally controlled room (about 22 ° C and 50% RH) for at least 72 hours. The water contact angle (in degrees) of the deposited film was then measured 120 seconds after the water droplets were deposited on the substrate using a drop shape analyzer (Kruss DSA100). The measurement results of the water contact angle are provided in Table 4. The larger the contact angle, the greater the water repellency. Contact angles exceeding 90° are considered excellent.
[0076] Table 4
[0077]
[0078]
[0079] Comparative Examples CF7-CF12 and Examples F2-F4: Sunscreen Formulations
[0080] A sunscreen formulation having the composition as in Table 5 was prepared. Avobenzone, caprylic / capric triglyceride, and ethylhexyl salicylate were mixed in a flask and heated to 60°C until all the avobenzone was melted. The heat source was removed and the remaining ingredients except ethanol were added to the contents of the flask. When the contents of the flask cooled to <30°C, ethanol was added under stirring for 30 minutes until the contents of the flask were homogeneous.
[0081] Table 5
[0082]
[0083] In vitro SPF performance and water resistance
[0084] The SPF performance of the sunscreen formulations prepared according to Comparative Examples CF7-CF8, CF10-CF13 and Examples F2-F4 was evaluated. The SPF performance of each of the sunscreen formulations was then tested in triplicate using an in vitro technique according to the following protocol.
[0085] The substrate used for the in vitro SPF measurement was a rough PMMA substrate (6 μm-Helioplate HD6 from HelioScreen Co.). The sunscreen formulations to be tested were each applied at 1.5 mg / cm 2The sunscreen formulations were applied to three separate roughened 5 cm x 5 cm PMMA substrates. Each deposited layer of the sunscreen formulation was allowed to dry for at least 60 minutes under ambient laboratory conditions. The UV absorption of each dried layer of the sunscreen formulation was then measured between 290 nm and 400 nm at nine (9) separate points using a Labsphere UV-2000S spectrometer. The initial in vitro SPF, SPF 20, and SPF 30 of each sunscreen formulation prepared according to Comparative Examples CF7-CF8, CF10-CF13, and Examples F2-F4 were then calculated based on the UV absorption measurements. I The average values of triplicate samples of each sunscreen formulation prepared according to Comparative Examples CF7-CF8, CF10-CF13, and Examples F2-F4 are reported in Table 6.
[0086] After the initial SPF test, the treated PMMA plate was then immersed in a 29°C, 5L hard water bath (150ppm, 2:1 CaCl2 / MgCl2) while stirring at 600rpm using a 1.5" rectangular smooth magnetic stir bar. The treated PMMA plate was suspended and immersed in the water for 15 minutes. The treated PMMA plate was placed flat on a Kimwipe. TM The treated side was placed on the wipe and allowed to dry for 12 hours. After drying, each treated PMMA panel was tested again in triplicate to measure the SPF value after immersion. A The average values of triplicate samples for each sunscreen formulation are reported in Table 6.
[0087] The SPF retention % after water immersion exposure was then calculated using the following equation:
[0088]
[0089] SPF R is the SPF retention rate (in %); where SPF I is the initial SPF of the membrane measured before immersion in water, and where SPF A is the SPF of the film measured after immersion in water. The results are provided in Table 6.
[0090] Table 6
[0091]
[0092]
Claims
1. A sunscreen preparation, comprising: a dermatologically acceptable carrier; UV radiation absorbers; and The film-forming polymer is a functionalized maltodextrin comprising a -Si(R 1 )3 groups functionalized maltodextrin base polymer; wherein each R 1 Independently C 1-10 A linear or branched saturated alkyl group; wherein the maltodextrin base polymer has a dextrose equivalent DE of 2 to 20; wherein the functionalized maltodextrin has a -Si(R 1 )3 groups; and wherein the functionalized maltodextrin does not contain vinyl carbons.
2. The sunscreen formulation according to claim 1, wherein the dermatologically acceptable carrier is selected from the group consisting of: water; glycols; C 1-10 Straight or branched chain alcohols; ketones; acetates; butyl cellosolve; dimethicone; polydimethylsiloxane; alkanes; alkanoates, dermatologically acceptable hydrophobic ester oils; dicaprylyl carbonate; alkyl benzoates; Squalane; dioctyl ether; keto acids and mixtures thereof.
3. The sunscreen formulation of claim 2, wherein the UV radiation absorber is selected from the group consisting of physical blockers, chemical absorbers, and mixtures thereof.
4. The sunscreen formulation of claim 2, wherein the UV radiation absorber is selected from the group consisting of: red petrolatum; titanium dioxide; zinc oxide; 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione; 2-Hydroxy-4-methoxybenzophenone; dihydroxybenzoate; sulisophenone; anthranilic acid menthyl ester; p-aminobenzoic acid; p-dimethylaminobenzoic acid valeric acid; p-aminobenzoic acid Octyl dimethylaminobenzoate; 4-bis(hydroxypropyl) ethyl p-aminobenzoate; polyethylene glycol (PEG-25) p-aminobenzoate; 4-bis(hydroxypropyl) ethyl p-aminobenzoate; diethanolamine p-methoxycinnamate; 2-ethoxyethyl p-methoxycinnamate; ethylhexyl p-methoxycinnamate; octyl p-methoxycinnamate; isoamyl p-methoxycinnamate; 2-Ethylhexyl-2-cyano-3,3-diphenyl-acrylate; 2-Ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate; 2-ethylhexyl-2-hydroxybenzoate; homomanthyl salicylate; glyceryl aminobenzoate; triethanolamine salicylate; gallylgallic acid trioleate; hydantoin containing dihydroxyacetone; 2-phenylbenzimidazole-5-sulfonic acid; 4-methylbenzylidene camphor; avobenzone; triazine; benzotriazole; amide containing vinyl group; cinnamic acid amide; sulfonated benzimidazole; 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate and mixtures thereof.
5. The sunscreen formulation of claim 4, wherein the UV radiation absorber is a mixture of UV absorbers comprising 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione; 2-ethylhexyl 2-hydroxybenzoate; 2-ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate; and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate.
6. The sunscreen formulation according to claim 5, wherein the dermatologically acceptable organic carrier comprises C 1-4 Straight or branched chain alcohols.
7. The sunscreen formulation of claim 6, wherein the dermatologically acceptable organic carrier comprises ethanol.
8. The sunscreen formulation according to claim 7, further comprising a dermatologically acceptable hydrophobic ester oil.
9. The color cosmetic preparation according to claim 8, further comprising a color component.
10. A method of protecting the skin from exposure to the sun, the method comprising: Providing a sunscreen preparation according to claim 2; as well as The sunscreen formulation is applied to the skin.
Citation Information
Patent Citations
Water resistant personal care polymers
US9486399B2