NAIL POLISH COMPOSITION CONTAINING A PIPERIDINOL COMPOUND
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Utility models
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2023-12-11
- Publication Date
- 2026-06-12
Abstract
Description
Title of the invention: NAIL VARNISH COMPOSITION CONTAINING A PIPERIDINOL COMPOUND FIELD OF THE INVENTION
[0001] The present invention relates to nail compositions comprising at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound, as well as methods of making and using these compositions. DISCUSSION OF THE CONTEXT
[0002] Traditional nail polish products contain a large amount of cellulose-based polymers such as nitrocellulose, primarily because cellulose-based polymers provide good adhesion of the compositions to the nails upon application. Although nitrocellulose is the preferred film-forming polymer for use in nail polish compositions and is the "gold standard" for film-forming polymers in nail polish compositions, traditional nail compositions containing nitrocellulose are generally known for poor wear characteristics and color instability when exposed to light and / or heat. The use of low levels of nitrocellulose tends to result in easily damaged coated films. On the other hand, the use of high levels of nitrocellulose makes nail polishes too hard and rigid.Furthermore, nitrocellulose does not result in a composition that is particularly color stable to light and / or heat.
[0003] In the past, proposed solutions for improving adhesion and shine in nail compositions have included incorporating high levels of plasticizers into nitrocellulose-containing nail compositions and replacing nitrocellulose with other alternative materials. For example, U.S. Patent No. 6,939,551 relates to the use of nitrocellulose in the presence of butyl phthalimide and isopropyl phthalimide and U.S. Patent No. 8,790,669 discloses the use of latex film formers instead of nitrocellulose.
[0004] The proposed solutions also included the addition of UV filters such as octocrylene or benzophenone to the nail compositions in an attempt to increase the color stability of the compositions with respect to light and / or heat.
[0005] According to its abstract, US Patent No. 8,454,940 relates to compositions containing stabilizing mixtures of (a) an effective stabilizing amount of at least one derivative of merocyanine having an absorption maximum of 350 to 400 nm, (b) at least one UV filter chosen from benzotriazole derivatives; and optionally (c) at least one excited state quencher; for the protection of body care and household products against the deleterious effects of light, heat and oxygen.
[0006] Finally, certain colorants found in nail polish such as red pigments are not particularly color stable to light and / or heat, which may result in changes in color intensity and / or color shade of the composition after exposure to light and / or heat.
[0007] There remains a need in the art for improved nail compositions which possess good color stability to light and / or heat in addition to good staying power properties, particularly compositions which contain little or no UV filters.
[0008] Accordingly, one aspect of the present invention is a nail composition which has good color stability to light and / or heat in addition to having good staying power, and in particular a composition which contains little or no UV filters. Summary of the invention
[0009] The present invention relates to nail compositions comprising at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound.
[0010] The nail composition, which is preferably a color coating, varnish protector or protective base composition, comprises at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound, and this nail composition is substantially free of avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines, preferably having a contrast ratio of 40 or less.
[0011] Preferably, the compositions further comprise at least one plasticizing agent. Also preferably, the compositions contain little or no UV filters. Specifically, the compositions contain little or no avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines.
[0012] The present invention also relates to methods for treating, caring for, protecting, enhancing the appearance of and / or making up nails comprising the application of compositions of the present invention to the nails in an amount sufficient to treat, care for, enhance the appearance of the nails and / or make them up.
[0013] The present invention also relates to methods of improving color intensity stability and / or color hue stability with respect to light. and / or heat nail compositions comprising at least one solvent, at least one coloring agent and at least one film-forming agent, wherein the methods comprise adding at least one piperidinol compound to the nail compositions during formation of the nail compositions in an amount sufficient to improve the color intensity stability and / or color shade stability of the nail compositions with respect to light and / or heat. Preferably, the nail compositions further comprise at least one plasticizing agent. Also preferably, the nail compositions contain little or no UV filters. Specifically, the compositions contain little or no avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines.
[0014] The present invention also relates to methods of making nail compositions comprising combining at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound during the formation of the nail compositions. Preferably, at least one plasticizing agent is also added during the formation of the nail compositions. Also preferably, little or no UV filters are added during the formation of the nail compositions. Specifically, the compositions contain little or no avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines.
[0015] It should be understood that both the foregoing general description and the following detailed description are provided by way of example and explanation only, and do not limit the invention. DETAILED DESCRIPTION OF THE INVENTION
[0016] In the following description of the invention and the claims appended thereto, it is to be understood that the terms used have, unless otherwise indicated, their ordinary and customary meanings in the art.
[0017] “Approximately” as used herein means within 10% of the number indicated (e.g., “about 10%” means 9% to 11% and “about 2%” means 1.8% to 2.2%.
[0018] “At least one” means one or more and thus includes components in individual as well as mixtures / combinations.
[0019] As used herein, all proposed ranges are intended to include every specific range within the given ranges, and all combinations of subranges therein. Thus, a range of 1 to 5 specifically includes 1, 2, 3, 4, and 5, as well as subranges 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.
[0020] “Film former”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that leaves a film on the substrate on which it is placed is applied, for example, after a solvent accompanying the film former has evaporated, been absorbed into the substrate and / or dissipated on it.
[0021] “Substituted” as used herein means comprising at least one substituent. Non-limiting examples of substituents include atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups and polysiloxane groups. The substituent(s) may be further substituted.
[0022] “Volatile,” as used herein, means having a flash point less than about 115°C.
[0023] By "non-volatile" as used herein is meant having a flash point above about 115°C.
[0024] “Polymer” as used herein means a compound that is comprised of at least two monomers.
[0025] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferred that no amount of the specific component be present in the composition, it is possible for there to be very small amounts thereof in the compositions of the invention provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the invention. Thus, for example, "oil-free" means that an effective amount (i.e., greater than trace amounts) of oil(s) is omitted from the composition (i.e., about 0% by weight), "substantially oil-free" means that oil(s) is(are) present in amounts not greater than 0.1% by weight, and "oil-free" means that oil(s) is(are) present in amounts not greater than 0.25% by weight, based on the total weight of the composition.The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph such as, for example, UV filters and / or surfactants (the compositions of the invention that are “free of UV filters,” “substantially free of UV filters,” and “free of UV filters,” as well as “free of surfactants,” “substantially free of surfactants,” and “free of surfactants” have meanings consistent with the discussion in this paragraph), even if not specifically discussed for each identified ingredient. The discussed examples of the use of such language as those in this paragraph are intended to be provided by way of example, not limitation.
[0026] “UV filters” as used herein means approved sunscreen active agents by a government regulatory agency such as the Food and Drug Administration (FDA) in the United States or the European Commission in Europe and includes avobenzone, octocrylene, benzophenones, benzotriazoles, and merocyanines.
[0027] “Anhydrous” as used herein means that the compositions of the invention contain less than 3% water, meaning that the compositions may also contain less than 2% water, and less than 1% water, as well as be “water-free”, “substantially water-free” and “water-free”.
[0028] “Nails” means natural nails (fingernails and / or toenails), as well as synthetic additions such as false nails.
[0029] “Physiologically acceptable” means compatible with nails and having a pleasant color, odor and feel, and which does not cause unacceptable discomfort (tingling or pulling) likely to discourage a consumer from using the composition.
[0030] “Makeup result” as used herein refers to compositions where the color remains the same or substantially the same as at the time of application, as seen with the naked eye, after an extended period of time. The “Makeup Result” may be evaluated by evaluating long-lasting properties by any method known in the art for evaluating such properties. For example, long-lasting may be evaluated by a test involving the application of a composition to the nails and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately after application to nails and these characteristics may then be re-evaluated and compared after a period of time. In addition, these characteristics may be evaluated relative to other compositions, such as commercially available compositions.
[0031] “Natural” as in the expression “natural compound” means any compound derived directly from a natural substance such as a plant without having undergone chemical modification.
[0032] “Naturally occurring compound” means any compound derived from a natural compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.
[0033] “Synthetic compound” means any compound that is not a compound natural nor a naturally occurring compound.
[0034] “Room temperature” means 25°C.
[0035] “Atmospheric pressure” means 760 mmHg, that is, 105 pascals.
[0036] “Color intensity stability” as used herein means stability with respect to the color of the composition that visibly fades (diminishes).
[0037] “Color shade stability” as used herein means stability with respect to the color of the composition that visibly changes. For example, when a nail polish composition contains nitrocellulose, the composition may become more yellow, which may manifest itself as a different color (for example, if the nail polish composition is blue, the yellowing may cause the composition to become greener).
[0038] “Sheer nail polish composition” as used herein means a com nail polish position having a contrast ratio of 40 or less. Preferably, the nail polish compositions of the present invention have a contrast ratio of 35 or less, preferably 30 or less, and most preferably 25 or less.
[0039] “Contrast Ratio” is a calculation used to determine whether a sample is more translucent or opaque. To determine the contrast ratio, a sample is measured against a light and dark background using a spectrophotometer, and then the two measurements are compared. When the sample has a contrast ratio (dark / light) greater than 99.9%, it is completely opaque. A number less than 99.9% indicates that some light passes through the sample; more light passes through as the contrast ratio decreases (e.g., a contrast ratio of 50 means more light passes through than a contrast ratio of 60).
[0040] Determining a contrast ratio is known in the art. An example of how to determine the contrast ratio is as follows.
[0041] Samples are deposited onto Laneta cards having a black portion and a white portion using a BYK Gardner film applicator. All samples are deposited at the same thickness (e.g., 300 microns). Using a spectrophotometer (e.g., Data Color 600), a measurement is taken on the light (white) section of the card, and a measurement is taken on the dark (black) section of the card. The contrast ratio is the ratio of the dark measurement to the light measurement.
[0042] The compositions and methods of the present invention may comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the solvent system of the nail compositions of the invention may "consist essentially of" alkyl acetates, optionally including one or more C2-C8 monohydric alcohol(s) such as ethanol.
[0043] For the purposes of the present invention, the “fundamental and novel property” associated with the compositions, components and methods which “consist essentially of” in ingredients or actions identified is “color intensity and shade stability with respect to light.”
[0044] Reference is made herein to trade names of materials including, but not limited to, polymers and optional components. The inventors herein do not intend to be limited to the materials described and referenced by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trade name may be substituted and used in the methods described and claimed herein.
[0045] All percentages and ratios are, unless otherwise indicated, calculated by weight. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources. Nail compositions
[0046] According to the present invention, nail compositions comprising a solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound are provided. Solvent
[0047] According to the present invention, nail compositions comprising at least one solvent are provided. Preferably, the at least one solvent is selected from organic and inorganic solvents, which may be volatile or non-volatile. Most preferably, the at least one solvent is at least one alkyl acetate.
[0048] For example, suitable solvents may be chosen in particular from:
[0049] alkyl acetates, in particular C1-C6 alkyl acetates such as ethyl acetate, propyl acetate and butyl acetate,
[0050] ketones which are liquid at room temperature such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone,
[0051] alcohols which are liquid at room temperature, including monoalcohols such as ethanol, isopropanol, diacetone alcohol, 2-butoxyethanol and cyclohexanol,
[0052] glycols which are liquid at room temperature such as ethylene glycol, propylene glycol, pentylene glycol and glycerol,
[0053] propylene glycol ethers which are liquid at room temperature such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and dipropylene glycol mono-n-butyl ether,
[0054] short-chain esters (comprising a total of 3 to 8 carbon atoms), in particular in particular alkyl acetates, such as ethyl acetate, methyl acetate, propyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, tert-butyl acetate and isopentyl acetate,
[0055] alkanes which are liquid at room temperature such as decane, heptane, dodecane and cyclohexane,
[0056] aromatic hydrocarbons which are liquid at room temperature such as toluene and xylene,
[0057] liquid silicones at room temperature such as, for example, dimethicones, and
[0058] their mixtures.
[0059] According to preferred embodiments, the at least one solvent includes at least one C2-C8 monohydric alcohol. Examples of suitable C2-C8 monohydric alcohols include, but are not limited to, ethanol, propanol, butanol, isopropanol, and isobutanol.
[0060] Preferably, the nail compositions of the present invention are anhydrous.
[0061] Preferably, the nail compositions of the present invention are free, substantially free or devoid of water.
[0062] Preferably, the nail compositions of the present invention are free, substantially free, or devoid of oil.
[0063] Preferably, the nail compositions of the present invention are free, substantially free, or devoid of surfactant.
[0064] Preferably, the at least one solvent is present in the nail compositions of the present invention in an amount ranging from about 20% to about 80% by weight, preferably from about 30% to about 75% by weight, preferably from about 40% to about 75%, preferably from about 50% to about 75%, and preferably from about 55% to about 70% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 25% to 65%, 45% to 67%, 33% to 50%, etc. Coloring agent
[0065] According to the present invention, nail compositions comprising at least one solvent are provided. Preferably, the at least one coloring agent is selected from the group consisting of soluble dyes, pigments, pearls and glitters.
[0066] The expression “soluble dyes” must be understood as referring to organic, inorganic or organometallic compounds, soluble in the composition according to the invention and intended to color said composition.
[0067] Suitable dyes are, for example, Sudan Red, DC Red 17, DC Green 6, [3-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5 and Quinoline Yellow.
[0068] The term “nacres” should be understood as designating iridescent particles of any form, especially produced by certain molluscs in their shell or by synthetic means.
[0069] The term “pigments” must be understood as designating inorganic or organic particles, white or colored, of any form, insoluble in the composition according to the invention and intended to color said composition.
[0070] The pigments may be white or colored, inorganic and / or organic. Among the inorganic pigments, mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as zinc, iron (black, yellow or red) or chromium oxides, manganese violet, ultramarine blue, chromium hydrate and iron blue, metal powders such as aluminum powder, copper powder.
[0071] Among the organic pigments, mention may be made of carbon black, type D and C pigments and lakes based on cochineal carmine, barium, strontium, calcium, aluminum.
[0072] Mention may also be made of effect pigments such as particles comprising a natural or synthetic organic or inorganic substrate, for example glass, acrylic resins, polyester, polyurethane, polyethylene terephthalate, ceramics, aluminas and optionally coated with metallic substances such as aluminum, gold, copper, bronze, or metallic oxides such as titanium dioxide, iron oxide, chromium oxide, inorganic or organic pigments and mixtures thereof.
[0073] The pearlescent pigments may be chosen from white pearlescent pigments such as titanium-coated mica, or bismuth oxychloride, colored pearlescent pigments such as titanium mica coated with iron oxides, titanium mica coated with iron blue and chromium oxide in particular, titanium mica coated with an organic pigment of the aforementioned type and pearlescent pigments based on bismuth oxychloride.
[0074] Pigments with goniochromatic properties may be used, in particular liquid crystals or multilayer pigments.
[0075] It is also possible to use optical brighteners or fibers optionally coated with optical brighteners.
[0076] Preferably, the at least one coloring agent is present in the nail compositions of the present invention in an amount ranging from about 0.01% to about 50% by weight, preferably from about 0.1% to about 40% by weight, preferably from about 0.5% to about 25%, preferably from about 1% to about 10%, and preferably from about 1% to about 5% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 2% to 15%, 25% to 50%, 3% to 8%, etc. Film-forming agent
[0077] According to the present invention, nail compositions comprising at least one film-forming agent are provided. Preferably, the at least one film-forming agent is chosen from polymers of natural origin, acrylic polymers (homopolymers or copolymers), epoxy resins, polyester resins and mixtures thereof.
[0078] Preferably, the at least one film-forming agent is chosen from polysaccharide derivatives, such as cellulose or guar gum derivatives. Preferred polysaccharide derivatives include nitrocellulose or a polysaccharide ester or alkyl ether. The expression "polysaccharide ester or alkyl ether" denotes a polysaccharide consisting of repeating units comprising at least two identical or different rings and having a degree of substitution per saccharide unit between 1.9 and 3, preferably between 2.2 and 2.9, and more particularly between 2.4 and 2.8. The term substitution refers to the functionalization of hydroxyl groups into ester and / or alkyl ether functions, and / or to the functionalization of carboxyl groups into ester functions. In other words, it may consist of a polysaccharide, partially or totally substituted by ester and / or alkyl ether groups.Preferably, the hydroxyl groups may be substituted by C2-C4 ester and / or alkyl ether functions.
[0079] Mention may in particular be made of cellulose esters (such as cellulose acetobutyrates or cellulose acetopropionates), cellulose alkyl ethers (such as ethylcelluloses) and ethyl guars.
[0080] Suitable film-forming agents of natural origin also include plant resins such as dammars, elemi, copals, benzoin; gums such as shellac, sandarac and mastic.
[0081] Suitable acrylic polymers include polymers resulting from the copolymerization of monomers selected from esters and / or amides of acrylic acid and / or methacrylic acid. Examples of ester-type monomers include methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, and lauryl methacrylate. Examples of amide-type monomers include Nt-butylacrylamide and Nt-octylacrylamide.
[0082] Suitable acrylic polymers include polymers obtained by copolymerization of ethylenically unsaturated monomers containing hydrophilic groups, preferably of a non-ionic nature, such as hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate and 2-hydroxypropyl methacrylate.
[0083] Suitable acrylic polymers also include styrene acrylate copolymers and silicone acrylate copolymers.
[0084] The at least one film-forming polymer may also be chosen from synthetic polymers such as polyurethanes, vinyl polymers, polyvinyl butyrals, alkyd resins, ketone / aldehyde resins and resins derived from aldehyde condensation products, such as aryl sulfonamide formaldehyde resins such as toluene or sulfonamide formaldehyde resin.
[0085] Suitable epoxy resins include, for example, those disclosed in U.S. Patent No. 5,001,175. Non-limiting examples of suitable epoxy resins include tosylamide epoxy resins, such as those sold by Estron Chemical under the trade name Polytex™, e.g., E-75, E-100 and NX-55, NX-3214). Other non-limiting examples of suitable epoxy resins include aryl sulfonamide epoxy resins.
[0086] Suitable film-forming agents also include polyester resins formed by reacting a polyhydric alcohol with a basic polybasic acid, for example, phthalic acid, such as the commercial product sold by Unitex Chemical Corporation under the name UNIPLEX 670-P, which is a polyester resin obtained by reacting trimellitic acid, neopentyl glycol and adipic acid. (Meth)acrylic resins according to the disclosure may include copolymers of methyl methacrylate with butyl acrylate, butyl methacrylate, isobutyl methacrylate or isobornyl methacrylate, for example, the commercial products PARALOID DM-55, PARALOID B48N, PARALOID B66 and ELVACITE 2550; copolymers of isobutyl methacrylate and butyl methacrylate, for example, the commercial product ELVACITE 2046; and polymers of isobutyl methacrylate, for example, PARALOID B67.
[0087] Specific examples of suitable film-forming agents include, but are not limited to, phthalic anhydride / glycerin / glycidyl decanoate copolymer, adipic acid / neopentyl glycol / trimellitic anhydride copolymer, tosylamide / epoxy resin, butyl acetate (and) acrylates copolymer, and hydrogenated acetophenone / oxy-methylene copolymer.
[0088] Preferably, the at least one film-forming agent is present in the nail compositions of the present invention in an amount ranging from about 1% to about 50% by weight, preferably from about 3% to about 40% by weight, preferably from about 5% to about 35% by weight, preferably from about 7.5% to about 30%, and preferably from about 10% to about 25% by weight based on the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 10% to 20%, 25% to 50%, 8% to 22%, etc. Piperidinol compound
[0089] According to the present invention, nail compositions comprising at least one piperidinol compound are provided. The nail compositions of the present invention comprise a UV (ultraviolet) absorbing system comprising the at least one piperidinol compound. According to preferred embodiments, the UV absorbing system comprises at least 50% by weight of the at least one piperidinol, preferably at least 60% by weight of the at least one piperidinol, preferably at least 75% by weight of the at least one piperidinol, preferably at least 85% by weight of the at least one piperidinol, and preferably at least 90% by weight of the at least one piperidinol. According to one embodiment, the UV absorbing system contains only (consists of) the at least one piperidinol.
[0090] Piperidine is an organic compound with the molecular formula (CH2)5NH. It is a heterocyclic amine which is a six-membered ring containing five methylene bridges (-CH2-) and one amine bridge (-NH-).
[0091] Piperidinol is a piperidine compound that has at least one hydroxy (OH) substitution, and may contain up to 5 hydroxy substitutions such as, for example, 2 to 3 hydroxy substitutions, at ring carbon positions. Piperidinol may also be substituted with non-hydroxyl group substitutions at one or more ring carbon positions, if desired, and up to two such substitutions may occur at each ring position, if desired. These additional non-hydroxyl group substitutions at one or more ring positions may include, but are not limited to, one or two substituted or unsubstituted, straight or branched alkyl groups, preferably containing 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, and preferably 1 to 2 carbon atoms.
[0092] Piperidinol may be in non-ionic form or in salt form. Suitable salt forms of the piperidinol compound of the present invention include, but are not limited to, alkali metal salts (e.g., Na, K), alkaline earth salts (e.g., magnesium), and carboxylate salts such as alpha-hydroxy acid salts (e.g., lactates, citrates).
[0093] According to preferred embodiments of the present invention, the at least one piperidinol compound has a hydroxy substitution.
[0094] According to preferred embodiments, the at least one piperidinol compound has at least one methyl substitution, preferably two to six methyl substitutions, and preferably 4 methyl substitutions. According to preferred embodiments, the 4 methyl substitutions occur in two positions on the ring.
[0095] According to preferred embodiments, the at least one piperidinol compound is in the form of a salt. Preferably, the salt is a carboxylate salt, most preferably a citrate salt.
[0096] According to preferred embodiments of the present invention, the at least one piperidinol compound is tetramethylhydroxypiperidinol citrate. An example of A commercially available product of this preferred piperidinol compound is Tinogard® Q available from BASF, which contains 10% active agent.
[0097] Preferably, the at least one piperidinol film compound is present in the nail compositions of the present invention in an amount sufficient to inhibit yellowing of the composition and / or discoloration of the compositions as discussed above. Preferably, the at least one piperidinol compound is present in an amount ranging from about 0.015% to about 1.5% by weight, preferably from about 0.02% to about 1% by weight, preferably from about 0.02% to about 0.5%, preferably from about 0.02% to about 0.2% by weight, and preferably from about 0.02% to about 0.1% by weight relative to the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 0.02% to 0.08%, 0.025% to 0.1%, 0.05% to 0.2%, etc. ADDITIONAL OPTIONAL INGREDIENTS Plasticizing agent (plasticizer)
[0098] According to preferred embodiments of the present invention, the nail compositions of the present invention may further optionally comprise at least one plasticizer. Generally, plasticizers are additives used to optimize the mechanical properties of the films. They tend to reduce the glass transition temperature (Tg) and increase the softness and flexibility of the films.
[0099] Preferably, suitable plasticizers have a boiling point measured at ambient pressure of less than or equal to 285°C, preferably less than or equal to 270°C, and most preferably less than or equal to 250°C. In this specification, boiling point values should be considered accurate to ±2°C due to uncertainties in boiling point measurement.
[0100] Any plasticizing agent typically found in nail polish compositions may be used. Examples of suitable plasticizers include, but are not limited to, glycols and their ester derivatives, acid esters, particularly carboxylic acids, such as citrates, adipates, carbonates, tartrates, phosphates or sebacates, oxyethylenated derivatives, such as oxyethylenated oils, and mixtures thereof.For example, suitable plasticizing agents include, but are not limited to, diisobutyl adipate, tert-butyl ester of 2,2,4-trimethylpentane-1,3-diol, diethyl adipate, diethyl phthalate, dibutyl phthalate, dioctyl phthalate, 2-ethylhexyl butyl phthalate, dimethyl sebacate, dibutyl sebacate, ethyl stearate, 2-ethylhexyl palmitate, dipropylene glycol n-butyl ether, tributyl phosphate, tributoxyethyl phosphate, tricresyl phosphate, triphenyl phosphate, glyceryl triacetate, butyl stearate, butyl glycolate, benzoate. butyl, butyl acetyltricinoleate, glyceryl acetyltricinoleate, dibutyl phthalate, diisobutyl phthalate, dioctyl phthalate, dimethoxyethyl phthalate, diamyl phthalate, triethyl citrate, tributyl citrate, tributyl acetylcitrate, tri(2-ethylhexyl) acetylcitrate, dibutyl tartrate, camphor, ethyl tosylamide and mixtures thereof.
[0101] Preferably, where applicable, the plasticizer is present in the nail compositions in an amount of about 0.1% to about 25% by weight, preferably about 0.5% to about 20% by weight, preferably about 1% to about 10% by weight, and preferably about 3% to about 8% by weight, of the total weight of the composition, including all intermediate ranges and sub-ranges. Thixotropic agent
[0102] According to preferred embodiments, the nail compositions of the present invention may also optionally further include at least one thixotrope. The at least one thixotropic agent may be selected, for example, from hydrophilic or organophilic clays, hydrophilic or hydrophobic fumed silicas, elastomeric organopolysiloxanes and mixtures thereof.
[0103] Clays are silicates containing a cation that may be selected from calcium, magnesium, aluminum, sodium, potassium, and lithium cations, and mixtures thereof. As used herein, the term "hydrophilic clay" refers to a clay capable of swelling in water; this clay swells in water and forms a colloidal dispersion upon hydration.
[0104] Examples of such products include, but are not limited to, smectite family clays such as montmorillonites, hectorites, bentonites, beidellites and saponites, vermiculite family clays, stevensite and chlorites.
[0105] These clays can be of natural or synthetic origin.
[0106] Non-limiting examples of hydrophilic clays include smectites such as saponites, hectorites, montmorillonites, bentonites and beidellites; and, in at least one embodiment, synthetic hectorites (also known as laponites), for example, the products sold by Laporte under the names Laponite XLG, Laponite RD and Laponite RDS (these products include, for example, sodium magnesium silicates and sodium lithium magnesium silicates); bentonites, for example, the product sold under the name Bentone HC by Rheox; magnesium aluminum silicates, which may be hydrated, for example, the products sold by Vanderbilt under the names Veegum Ultra, Veegum HS and Veegum DGT, and calcium silicates, such as the product in synthetic form sold by the company under the name Micro-cel C.
[0107] Organophilic clays are clays modified with chemical compounds that make the clay capable of swelling in solvent media.
[0108] The clay may be selected, for example, from montmorillonite, bentonite, hectorite, atapulgite, sepiolite and mixtures thereof. In one embodiment, the clay is selected from bentonite and hectorite.
[0109] The chemical compound used to modify the organophilic clay may be chosen, for example, from quaternary amines, tertiary amines, amine acetates, imidazolines, amine soaps, fatty sulfates, alkyl aryl sulfonates, amine oxides and mixtures thereof.
[0110] Suitable organophilic clays include, but are not limited to, stearalkonium clays such as stearalkonium hectorite and stearalkonium bentonites such as those sold under the names Bentone 27V by Elementis, Tixogel LG by United Catalyst, and Claytone AF and Claytone APA by Southern Clay; quaternium-18 bentonites such as those sold under the names Bentone 3, Bentone 38, Bentone 27 V CG, and Bentone 38V by Elementis, Tixogel VP by United Catalyst, and Claytone 34, Claytone 40, and Claytone XL by Southern Clay; and quaternium-18 / benzalkonium bentonites such as those sold under the names Claytone HT and Claytone PS by Southern Clay.
[0111] Hydrophilic fumed silicas can be obtained by high-temperature hydrolysis of a volatile silicon compound in an oxyhydrogen flame, producing a finely divided silica. Hydrophilic silicas have a large number of silanol groups on their surface. Such hydrophilic silicas are sold, for example, under the names Aerosil 130®, Aerosil 200®, Aerosil 255®, Aerosil 300® and Aerosil 380® by the company Degussa, and Cab-O-Sil HS-5®, Cab-O-Sil EH-5®, Cab-O-Sil LM-130®, Cab-O-Sil MS-55® and Cab-O-Sil M-5® by the company Cabot.
[0112] Hydrophobic fumed silicas can be obtained by modifying the surface of the silica via a chemical reaction which generates a reduction in the number of silanol groups, these groups being optionally substituted, for example, by hydrophobic groups.
[0113] The hydrophobic groups may be chosen, for example, from:
[0114] trimethylsiloxyl groups, which can be obtained by treatment of silica sublimed in the presence of hexamethyldisilazane. Silicas treated in this way are known as "silica silylate" according to the CTFA (6th edition, 1995). They are sold, for example, under the references Aerosil R812® by the company Degussa, and Cab-O-Sil TS-530® by the company Cabot,
[0115] dimethylsilyloxyl or polydimethylsiloxane groups, which can be obtained in particular by treatment of fumed silica in the presence of polydimethylsiloxane or dimethyldichlorosilane. The silicas thus treated are known as "silica dimethyl silylate" according to the CTFA (6th edition, 1995). They are commercially available marketed, for example, under the references Aerosil R972® and Aerosil R974® by the company Degussa, and CAB-O-SIL TS-610® and CAB-O-SIL TS-720® by the company Cabot.
[0116] The at least one thixotropic agent, if any, may be present in the composition in an amount ranging from 0.05 percent by weight, for example, preferably from about 0.05 percent to about 15 percent by weight, preferably from about 0.5 percent to about 10 percent by weight, and preferably from about 0.75 percent to about 5 percent by weight, based on the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 1% to 3%, 0.5% to 7%, 5% to 15%, etc. Charges
[0117] According to preferred embodiments, the nail compositions of the present invention may also optionally further include at least one filler. Suitable examples of fillers include mineral or organic particles of any shape, such as sheet, spherical or oblong, regardless of crystallographic shape (e.g., sheet, cubic, hexagonal, orthorhombic, etc.).Examples include talc, mica, kaolin, polyamide (Nylon®) (Orgasol® from Atochem), poly-[3-alanine and polyethylene powders, tetrafluoroethylene polymer powders (Teflon®), lauroyl-lysine, starch, boron nitride, acrylic acid copolymers (Polytrap® from Dow Corning) and silicone resin microbeads (Tospearls® from Toshiba, for example), polyorganosiloxane elastomer particles, precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, glass or ceramic microcapsules, metal soaps derived from organic carboxylic acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate.
[0118] The at least one filler, if any, is preferably present in an amount ranging from about 0.01% to about 15% by weight, preferably from about 0.1% to about 5% by weight, preferably from about 0.5% to about 2.5%, relative to the total weight of the nail compositions, including all intermediate ranges and sub-ranges. Auxiliaries / additives
[0119] According to preferred embodiments, the compositions of the present invention may also optionally further include at least one additive or auxiliary commonly used in cosmetic compositions and known to those skilled in the art as being capable of being incorporated into said compositions. Such additives or auxiliaries may be chosen from preservatives, perfumes, oils, waxes, surfactants, antioxidants, free radical scavengers, spreading agents, wetting agents, dispersing agents, antifoaming agents, neutralizing agents, stabilizing agents, active ingredients selected from essential oils, UV filters, moisturizing agents, vitamins, active agents, proteins, ceramides, plant extracts, fibers and the like, wetting agents and mixtures thereof. However, preferably, the nail compositions of the present invention are “free”, “substantially free” or “devoid” of such additives.
[0120] A person skilled in the art will take care to select the optional additional additives and / or their quantity so that the advantageous properties of the composition according to the invention are not, or not substantially, compromised by the envisaged addition.
[0121] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, that is to say that it must contain a non-toxic, physiologically acceptable carrier. The composition may be in any galenic form normally used in the cosmetic and dermatological fields which is suitable for topical administration to the nails.
[0122] These auxiliary additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition and further such as 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges.
[0123] In accordance with the present invention, the nail compositions of the present invention may be a protective base (primer), a colored coating, or a varnish protector (top coat). However, it should be understood that each coating of the nail composition, itself, may comprise one or more layers. Thus, for example, the at least one colored coating may comprise one or more colored coating layers; the at least one varnish protector may comprise one or more varnish protector layers; the at least one protective base may comprise one or more protective base layers. Preferably, each composition of protective base, colored coating, and varnish protector contains three or fewer layers of compositions, preferably two or fewer layers of compositions, and preferably only one layer of compositions.
[0124] During application of the nail composition, the protective base coat (if any) is typically applied directly to the nail, the colored coating is typically applied either directly to the nail (in the absence of a protective base coat) or over a previously applied protective base coat, and the polish protectant (if any) is typically applied over a colored coating.
[0125] According to preferred embodiments of the present invention, methods of treating, protecting, enhancing the appearance, caring for and / or making up nails by applying compositions of the present invention to the nails in one sufficient quantity to treat, enhance the appearance of, care for and / or make up the nails are provided. Preferably, “making up” the nails includes applying at least one coloring agent to the nails in an amount sufficient to provide color and / or an optical effect to the nails.
[0126] In accordance with the preceding preferred embodiments, the compositions of the present invention are applied topically to the nails in an amount sufficient to treat, enhance the appearance of, condition, and / or make up the nails. The compositions may be applied to the desired area as needed, preferably once or twice daily, more preferably once daily, and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects (e.g., clothing or nail polish protectant). Preferably, the composition is allowed to dry for about 1 minute or less, more preferably for about 45 seconds or less.
[0127] According to preferred embodiments, methods of improving the color intensity stability and / or color shade stability to light and / or heat of nail compositions comprising at least one solvent, at least one coloring agent and at least one film-forming agent are provided, wherein the methods comprise adding at least one piperidinol compound to the nail compositions during formation of the nail compositions in an amount sufficient to improve the color stability of the nail compositions to light and / or heat. Preferably, the nail compositions further comprise at least one plasticizing agent. Also preferably, the nail compositions contain little or no UV filters. Specifically, the compositions contain little or no avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines.
[0128] According to preferred embodiments, methods of making nail compositions comprising combining at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound during formation of the nail compositions are provided. Preferably, at least one plasticizing agent is also added during formation of the nail compositions. Also preferably, little or no UV filters are added during formation of the nail compositions. Specifically, the compositions contain little or no avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines.
[0129] In accordance with the preceding two embodiments, amounts of the at least one piperidinol compound sufficient to inhibit the visible color intensity and / or color shade degradation of the composition are added or combined with the nail compositions of the present invention (or their ingredients). Such effective amounts are sufficient to inhibit visible color intensity and / or color shade degradation under industry standard time and temperature conditions, such as after 24 hours in an Atlas CPS materials testing device.
[0130] The present invention also contemplates kits and / or pre-packaged materials suitable for consumer use containing one or more compositions according to the present description, alone or in combination with makeup products such as protective bases, varnish protectors, removal compositions, etc. The packaging and application device for any subject of the invention may be chosen and manufactured by persons skilled in the art on the basis of their general knowledge, and adapted according to the nature of the composition to be packaged. Indeed, the type of device to be used may be in particular linked to the consistency of the composition, in particular to its viscosity; it may also depend on the nature of the constituents present in the composition, such as the presence of volatile compounds.
[0131] Unless otherwise indicated, all numbers expressing amounts of ingredients, reaction conditions, and so forth used in the specification and claims are to be understood as being modified in all instances by the term "about." Accordingly, unless otherwise indicated, the numerical parameters set forth in the following specification and appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present invention.
[0132] Although the numerical ranges and parameters exhibiting the broad scope of the invention are approximations, the numerical values presented in the specific examples are reported as accurately as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the invention without limiting its scope accordingly. Percentages are provided on a weight basis. EXAMPLES Example 1 - Sample Compositions
[0133] [Tables 1] Ingredient General Range (wt%) Specific Range (wt%) Piperidinol Compound (Tetramethylhydroxypi-peridinol Citrate) 0.015-1.5% 0.02-0.2% Solvent 20-80% 55-70% Film Former 1-50% 10-25% Colorant 0.1-50% 10-25% Plasticizer 0-25% 3-8% Thixotropic Agent / Filler 0-30% 1.25-7.5% Other QS QS Example 2 - Color stability test
[0134] Identical nail polish compositions were prepared except that Invention Composition 1 contained 0.2% Tinogard Q (0.02% active agent), Comparative Composition A contained 0.1% Tinogard Q (0.01% active agent), Comparative Composition B contained 0.34% benzophenone, and Comparative Composition C contained 0.34% octocrylene. The difference in concentrations of these identified ingredients was corrected by adding additional ethyl acetate solvent to all compositions (except Comparative Composition A) to reach 100% for each composition. Octocrylene and benzophenone are known color stabilizers in nail polish compositions, and the tests conducted compared the ability of Tinogard Q to stabilize the color of nail polish compositions with the ability of octocrylene and benzophenone to stabilize the color in nail polish compositions.
[0135] The composition of the invention 1 and the comparative compositions A to C were subjected to the following tests.
[0136] Initially, one set of all compositions was set aside as a control. A second set of compositions was subjected to sunlight testing using an Atlas CPS material weathering device for 24 hours.
[0137] Samples of the first and second set of compositions were then deposited onto Laneta cards using a BYK Gardner film applicator. All samples were deposited at the same thickness (300 microns). Then, the L*a*b* values were determined for each sample using a Data Color 600 spectrophotometer.
[0138] For each composition, the L*a*b* values of the set-aside (control) sample were compared to the L*a*b* values of the sample subjected to the sunlight test to determine the difference in L*a*b* values, thereby determining the amount of discoloration for each composition resulting from the sunlight test.
[0139] Composition 1 of the invention was found to have equivalent or better color stability properties than octocrylene and benzophenone (comparative compositions B and C). Comparative composition A containing 0.1% Tinogard Q had inferior color stability properties compared to all other compositions tested.
[0140] Further tests were also conducted to determine color stability to heat. To determine this color stability, the samples were kept at 45°C for one week and tested in the same manner as discussed above. Surprisingly, these results showed that only the composition of the invention A was heat stable, and that the other comparative compositions were not.
[0141] Finally, additional tests were conducted on known color stabilizers sold under the name Tinogard® in terms of color stability to both heat and sunlight, specifically Tinoguard DA, Tinoguard TS, Tinoguard TL. Surprisingly, none of these compounds caused color stability of the nail compositions to heat and sunlight.
[0142] Tetramethylhydroxypiperidinol citrate (Tinogard Q) has been shown to provide light and heat stability for nail polish in systems without ingredients such as benzophenone and octocrylene. Tinogard Q may be an excellent substitute for benzophenone and octocrylene for stabilizing color in nail polish compositions.
Claims
Claims
1. A nail composition, preferably a color coating, varnish protector or protective base composition, comprising at least one solvent, at least one coloring agent, at least one film-forming agent and at least one piperidinol compound, wherein the composition is substantially free of avobenzone, octocrylene, benzophenones, benzotriazoles and / or merocyanines, preferably having a contrast ratio of 40 or less.
2. A nail composition according to claim 1, further comprising at least one plasticizing agent, preferably tributyl citrate.
3. A nail composition according to any preceding claim, wherein the at least one piperidinol compound is tetramethylhydroxypiperidinol citrate.
4. A nail composition according to any preceding claim, wherein the at least one solvent is at least one alkyl acetate, preferably ethyl acetate, propyl acetate and / or butyl acetate.
5. A nail composition according to any preceding claim, wherein the at least one solvent is at least one monoalcohol, preferably ethanol and / or isopropanol.
6. A nail composition according to any preceding claim, wherein the at least one coloring agent is at least one pearlescent pigment.
7. A nail composition according to any preceding claim, wherein the at least one film-forming agent is selected from the group consisting of naturally occurring polymers, acrylic polymers, epoxy resins, polyester resins and mixtures thereof.
8. A nail composition according to any preceding claim, wherein the at least one film-forming agent is at least one polymer of natural origin, preferably at least one cellulose compound, preferably nitrocellulose.
9. A method of making up or protecting nails comprising applying the composition of any one of the preceding claims to the nails in an amount sufficient to make up or protect the nails.
10. Method for improving color intensity stability and / or color shade stability with respect to light and / or heat of a nail composition comprising the addition of at least one piperidinol compound during formation of the nail composition of any preceding claim in an amount sufficient to improve the color intensity stability and / or color shade stability of the nail compositions to light and / or heat, preferably in an amount of about 0.02% to about 0.2% by weight based on the total weight of the composition.