US20050169875A1 - Stable cosmetic emulsion with polyamide gelling agent - Google Patents

Stable cosmetic emulsion with polyamide gelling agent Download PDF

Info

Publication number
US20050169875A1
US20050169875A1 US11082566 US8256605A US2005169875A1 US 20050169875 A1 US20050169875 A1 US 20050169875A1 US 11082566 US11082566 US 11082566 US 8256605 A US8256605 A US 8256605A US 2005169875 A1 US2005169875 A1 US 2005169875A1
Authority
US
Grant status
Application
Patent type
Prior art keywords
composition
emulsion
non
aqueous phase
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US11082566
Inventor
Tian Wang
Hernando Brieva
Dexin Luo
Paul Marotta
John Castro
Shahan Nazar
Carl Orr
Richard Konik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Color Access Inc
Original Assignee
Color Access Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88Polyamides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/064Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara

Abstract

The present invention relates to a gelled cosmetic emulsion comprising an oil phase, an aqueous phase and a gelling system which contains at least one non-siloxane based polyamide in a sufficient amount to gel the emulsion. The polyamide can have an tertiary amide, ester, acid, or amine terminal end group. The emulsion is stabilized with an alkylene oxide containing emulsion stabilizer. The polyamide resin is stabilized with a resin stabilizer containing an atom with a certain electronegativity. The emulsions of the present invention are substantially transparent and when colorants are added the color is especially bright and clear. The emulsions are used in lipstick and mascara products as well as other gel and stick products.

Description

  • This application is a continuation of application of Ser. No. 10/481,230, filed on Jun. 19, 2002 the contents of which are incorporated herein by reference.
  • FIELD OF THE INVENTION
  • The invention relates to a cosmetic and personal care gel product that is gelled using a polyamide as a gelling agent in the oil phase. More specifically, the invention relates to a stable emulsion based compositions comprising a polyamide gelling agent in the oil phase.
  • BACKGROUND OF THE INVENTION
  • Many gelled cosmetic emulsions rely on gellants, waxes, fillers, heavy oils, and plasticizers for developing the structure to make a gel or stick composition. The structure built by these agents and materials give the product a balance of rigidity and firmness depending on the desired product. For example, the structure of lipstick is traditionally formed by a blend of wax and oil. However, these adjuvants, particularly waxes, have a disadvantage in that they contribute to opacity which diminishes the color of the pigment. The product therefore, has a dull, lackluster and pale appearance. To overcome this problem, enhanced amounts of pigment are added to the composition. Another drawback to the addition of wax is that it adheres poorly to the skin and compromises the longevity of wear of the product. For example, many commonly used cosmetic products, such as foundation, concealer, eyeliner, and lipstick, which contain these materials, are subject to fading, smudging, and flaking. Such products also have a matte appearance that is not always desirable. In addition, other adjuvants such as heavy oils can feel uncomfortable on the skin and have a distinct oily feel that may also be unpleasant. Therefore, to address these issues, alternative gelling agents have been sought and specific polyamides have been used to gel cosmetic products.
  • The use of polyamides in cosmetic products has been known. For example, polyamide resins have been used in an anhydrous lipstick as disclosed in U.S. Pat. No. 3,148,125. The method of making polyamides is disclosed in, for example, U.S. Pat. No. 2,450,940. The polyamide resin has also been used in a deodorant or antiperspirant gel or stick as disclosed in U.S. Pat. Nos. 4,275,054 and 5,500,209 because of its odor absorbing properties. None of these references, however, discloses a stable emulsion gelled with a stable polyamide. The stick, soft gel, or clear gel compositions disclosed in, for example, U.S. Pat. Nos. 6,051,216, 5,603,925, and 5,998,570 and European Patent Application Nos. EP 1 068 855 and EP 1 068 856 are unstable emulsions, single phase compositions, or use a siloxane based polyamide. The siloxane polyamides have been developed because of their alleged ability to, in addition to gel the composition, provide a less tacky composition. However, the siloxane based polyamides are not compatible with a wide variety of oils, for example, hydrocarbon oils (except low molecular weight), and because they are less tacky, their adhesion properties are significantly impaired, making them less desirable in products that require minimally an initial phase of adhesion during the application of the product to the skin or hair. Therefore, it is desirable to use other polyamides in cosmetic emulsion systems because products such as mascara, for example, need a certain degree of tackiness when being applied but afterwards, upon drying the tackiness of the mascara needs to transition to a comfortable feel on the lashes. Until now, it has not been known to fine-tune the tacky nature of a cosmetic dual phase product containing the polyamide resin as a gelling agent. The compositions heretofore have either been too tacky or not tacky enough for products that need to exhibit varying degrees of tackiness over time and during their use. Thus, the emulsions of the present invention gelled with a polyamide based gelling system that has heretofore not been known. A need for a stable cosmetic emulsion gelled by a stable polyamide resin system that adheres to the skin and functions in a variety of cosmetic emulsion systems still remains. The emulsion system of the present invention is also desirable because it allows water-soluble ingredients to be incorporated into the product containing the emulsion.
  • SUMMARY OF THE INVENTION
  • The invention relates to gelled cosmetic compositions, and specifically, oil-in-water or water-in-oil emulsions, which comprises at least one alkylene oxide containing emulsion stabilizer and at least one non-siloxane based polyamide resin. The prepared emulsions, while they are not themselves clear, are substantially transparent after application to the skin. Use of the polyamide resin as a gelling agent per se is not new, however, its incorporation into the color compositions of the present invention containing a C1-5 alkylene oxide, for example, ethylene oxide or propylene oxide, as an emulsion stabilizer is surprising. The cosmetic emulsions of the present invention also comprise a color component present in an amount greater than about 2.0 percent by weight of the composition. The ability to gel a color cosmetic emulsion with the polyamide resin as the primary gelling agent is particularly challenging because the polyamide is very polar and emulsions containing large quantities of polyamide tend to be tacky and are difficult to stabilize in the presence of colorants.
  • The gelling system for the composition comprises at least one polyamide resin that has a moiety attached thereto. The moiety contains at least one linking hetero-atom that has an electronegativity of greater than 2.5, and preferably, between 2.5 and 4.0, and is present as an acid, amine, ester, tertiary amide terminal end group, and the like. The terminal end group is end-capped and/or grafted. In addition, the gelling system has at least one resin stabilizer containing an atom that also has an electronegativity of greater than 2.5, and preferably, between 2.5 and 4.0. The resin stabilizer is preferably present when the terminal end group is tertiary amide. Examples of atoms are carbon, nitrogen, oxygen and the like. The compositions of the present invention are virtually non-sweating even in an emulsion containing solvents that are hydrophobic such as for example, hydrocarbon oils and silicone oils. This is especially beneficial when the compositions contain a colorant component and are in the form of a lipstick because they can be exposed to elevated temperatures, e.g., greater than 45° C. or 50° C. Finally, the cosmetic emulsion preferably contains a solid surfactant in an amount of about 0.01 to about 20 percent.
  • The present invention also includes methods of making the emulsion systems of the present invention which can include multiple emulsion systems. The emulsion products are especially transparent and transfer resistant when they are applied to the skin and allowed to dry. Therefore, the compositions containing these emulsions have an enhanced brightness and clarity with respect to their color on the skin after application thereon due to the transparent film that adheres to the skin without being tacky. The emulsion systems of the present invention dry faster than other polyamide containing systems, and are long wearing even after the water evaporates. In addition, gels and sticks made with the emulsion system of the present invention are less brittle, experience a substantial lack of syneresis, and have a creamier texture.
  • DETAILED DESCRIPTION OF THE INVENTION
  • The gelling system of the present invention is at least one non-siloxane based polyamide resin and at least one C1-5 alkylene oxide containing emulsion stabilizer. The polyamide resin as used herein is defined to be a polymer having recurring units of amide groups as an integral part of the main chain of the polymer and a terminal end group of tertiary amide, acid, amine, or ester. The polyamides are characterized as thermoplastics as opposed to thermosets, and have a resonance structure, based on the conjugated system, that increases its hydrophilic nature, and tendency towards forming hydrogen bonds. The polyamide gelling agent can be used to produce a soft gel or a stick composition in an emulsified system. However, to maintain its stability as a gelling agent, it is preferable that the polyamide resin not be extensively cross-linked by hydrogen bonds. Accordingly, the gelling system of the present invention is at least one polyamide resin having a moiety containing at least one linking hetero-atom having an electronegativity greater than 2.5, and preferably, between 2.5 and 4.0, and at least one resin stabilizer containing an atom also having an electronegativity greater than 2.5, and preferably, between 2.5 and 4.0. The linking hetero-atom is end-capped or grafted at the end of the polyamide resin such that in a preferred embodiment, the moiety is a terminal end group of tertiary amide, ester, amine, acid or the like, and mixtures thereof. Preferably, the terminal end group is tertiary amide. The resin stabilizer preferably is represented by the structure R1XR2, where X is a polar atom such as, for example, halogen, oxygen or nitrogen, and where R1 is hydrogen (e.g., XR1) or R2, and R2 is a fatty chain having a functional group of, for example, amine, amide, hydroxyl, phospholipid groups, containing, for example, 8 to 22, preferably 10 to 20, and more preferably, 16 to 18 carbon atoms. The activity of the resin stabilizer is enhanced by the resonance structure of the polyamide resin system.
  • Based on tertiary amides, esters, amines, or acids, the polyamides used in the present invention are water insoluble. The polyamide is available in a solid form of 100 percent polyamide or as a percentage of polyamide in solvents such as, for example, mineral oil, usually about 80 percent. Examples of commercially available polyamides which are useful in the present invention are Versamid 1655, by Cognis (formerly Henkel Corporation), Ambler, Pa. which is prepared from dimers of C18 unsaturated fatty acids which are partially hydrogenated, azelaic acid (nonanedioic acid), ethylene diamine, hexamethylene diamine and stearic acid, Unirez and Uniclear, a series of polyamides from Arizona Chemicals Corporation, Jacksonville, Fla. or Elvamide from DuPont, DE a terpolymer of nylon 6, nylon 66, and nylon 610. Additional polyamides are disclosed in U.S. Pat. Nos. 4,820,765, 5,719,255, 5,807,968, 6,111,055, and 6,054,517, the contents of which are incorporated herein by reference. These references fail to recognize the ability to make a stable emulsion product, and thus, fail to recognize the benefits of a water containing cosmetic emulsion incorporating a polyamide gelling agent and an C1-5 alkylene oxide containing surfactant. For example, U.S. Pat. No. 5,783,657 is an anhydrous system, and U.S. Pat. No. 5,998,570 discloses that water is preferably removed when forming the polyamide, and compositions comprise a nonaqueous liquid as solvent, preferably a low-polarity liquid. Tertiary amide terminated polyamides are disclosed in, for example, U.S. Patent Application Nos. 2002/0035237 and 2002/0019510, and U.S. Pat. No. 6,268,466. However, none of these references discloses the ability to achieve a substantially non-sweating emulsion with the gelling system of the present invention.
  • The water phase of the cosmetic emulsion of the present invention comprises about 0.05 to 90.0 percent, and preferably 1.0 to 70.0 percent by weight of the emulsions. While the water phase is primarily water, it can take the form of a variety of aqueous solutions such as rose water, tea, and the like. Therefore, the water phase is well suited to deliver water-soluble actives and other water dispersible agents, such as for example, film-formers, surfactants, and emollients. The non-aqueous phase can include any type of cosmetically acceptable volatile or non-volatile oil including oily esters depending on the application of the product and the degree of gelling desired. Examples include, but are not limited to, hydrocarbon oil such as isododecane, silicone oils such as cyclomethicone, polyorganosiloxanes such as phenyl-methicones and dimethicones, castor oil, and hydrogenated vegetable oil. Preferably, in a mascara, the oil is volatile, such as for example, a volatile hydrocarbon oil or silicone oil; while a lipstick is a mixture of both volatile and non-volatile oils, and the amounts of each depends on the type of lipstick desired. Suitable non-volatile hydrocarbons include, but are not limited, to isoparaffins, squalane, or petrolatum, or mixtures thereof. Regardless of the amount of volatile and/or non-volatile oil, the entire oil phase is present in an amount of about 5 to about 95 percent, preferably 10 to 80 percent by weight of the composition, and more preferably about 10 to 40 percent.
  • The emulsions of the present invention are prepared by adding a gelling sufficient amount of the polyamide resin to the oil phase. In one embodiment of the invention, a gelling sufficient amount of the resin stabilizer is added along with the polyamide resin as the gelling system. This is preferable when the terminal end group is tertiary amide. The amount of polyamide resin used in the present invention is from about 1 to about 90 percent, preferably about 2 to 40 percent by weight of the composition. The amount of polyamide is a “gelling sufficient amount” and as used herein means an amount of polyamide in the oil phase to bring about an increase in the viscosity of the emulsion; preferably the viscosity increases by 25 percent, more preferably by 50 percent, and most preferably by 75 percent. This increase in viscosity is sufficient to form a thickened gel or form a solid having the hardness of a stick as the thickness of gels and sticks are known in the art. At lower levels, the polyamide aids in forming a gel, whereas, higher levels are used to make stick products. Although it is difficult to quantitatively distinguish between a cosmetic gel and stick, a gel is, in general, more viscous than a liquid; but, it is not as rigid or self-supporting as a stick. It is accepted by one of ordinary skill in the art that a gel maintains a certain degree of deformity, whereas, the stick is free-standing and is substantially rigid.
  • While the resin stabilizer functions to stabilize the polyamide, and therefore, the gelling of the system, it has also been found that the presence of an emulsion stabilizer such as, for example, an ethylene oxide containing surfactant, stabilizes the emulsion system. Accordingly, an optional component of the present invention is the C1-5 alkylene oxide containing emulsion stabilizer. It is surprisingly discovered with the present invention that a stable emulsion comprising the polyamide resin as the gelling agent can be achieved. Although, it is known to gel alcoholic based systems and oil based systems with the polyamide resin, until now, these systems have primarily been single phase. Moreover, even when emulsions are prepared, there can be a tendency to experience stability problems. In particular, stable dual phase compositions, and especially, stable cosmetic emulsions, have not been known to contain a polyamide gelling agent, especially, a non-siloxane based polyamide gelling agent, as the polyamide experiences stability problems in the presence of solvents that are hydrophobic. The non-siloxane based polyamides are known to be tacky. Therefore, their use is limited and most appropriate for coatings, paints, inks, epoxies, adhesives and the like. Their use in cosmetics has also been limited primarily to single phase systems such as anhydrous lipsticks and deodorants. However, the ability to formulate these types of cosmetics is quite different than the challenges presented by formulating a cosmetic emulsion, especially a stable emulsion in a color cosmetic. Thus, when used as a gelling agent in an emulsion, the stability of the polyamide can be an issue. The ability to formulate cosmetic emulsions that are essentially non-sweating is difficult especially when the cosmetic contains hydrophobic solvents.
  • The emulsion stabilizers aid the resin stabilizer in rendering the polyamide resin compatible in the dual phase system, and enhance not only the stability of the emulsion containing the polyamide resin as the gelling agent, but may also affect the gelling activity of the polyamide resin in the dual phase system. In other words, the emulsion stabilizer directly functions to stabilize the emulsion and the resin stabilizer directly functions to stabilize the polyamide resin. But, in addition, each of these functions is inter-related. Because the polyamide resin is water-insoluble when used as a gelling agent in the emulsion, stability problems are known to arise. In particular, agglomeration occurs or the phases separate in a short time, for example, in about few hours to about a few months. However, the present invention has discovered that this problem can be remedied with the emulsion stabilizer which can be present in the oil phase, the water phase, or both. As a result, the polyamide resin is rendered compatible in the emulsion stabilizer at room temperature and/or at elevated temperature. In addition, the emulsion is stable without any phase separation for about 6 months, preferably about 1 year, and more preferably about two years as measured by accelerated stability testing methods, known to one of ordinary skill in the art.
  • The ethylene oxide containing surfactant is known to be temperature sensitive, and therefore, when used in emulsions, experiences stability problems. Considering the difficulty of formulating a cosmetic emulsion, and in addition, the difficulty of using the polyamide gelling agent in a substantially non-sweating emulsion, it is surprising that greater emulsion stability is achieved using the ethylene oxide containing emulsifier. While not wishing to be bound to any particular theory, it is believed that emulsion stability, and thus, enhanced gelling is achieved with the ethylene oxide containing emulsifier because it is capable of hydrogen bonding with the polyamide gelling agent. This is further enhanced by the gelling system of the present invention. The emulsion stabilizer can be a single surfactant or a combination of surfactants.
  • Preferably, the emulsion stabilizer is an ethylene oxide or propylene oxide. More preferably, the emulsion stabilizer of the present invention is primarily ethylene oxide containing surfactants, ethoxylated alcohols, and emulsifiers such as polyethlyene glycol esters. Specifically, the emulsion stabilizer can be cetyl dimethicone copolyol/polyglyceryl-4 isostearate/hexyl laurate, PEG-30 dipolyhydroxystearate, sorbitan tristearate, glyceryl stearate/PEG-100 stearate, glyceryl olivate, polysorbate 20, stearic acid, or laureth-7. Examples of solvents, include but are not limited to, emollients such as low polarity liquid emollients, straight chain and branched fatty alcohols, cetyl alcohol and isocetyl alcohol, monohydric or polyhydric alcohols, such as propylene glycol and dipropylene glycol, fatty acid esters, such as cetyl acetate/acetylated lanolin alcohol.
  • In yet another embodiment, the emulsion is stabilized by the addition of nitrogen containing soap-based emulsifiers, or alkanolamides of fatty acids, preferably, lauramide MEA or stearamide MEA, and derivatives thereof. The lipstick containing, for example, lauramide MEA (monoethanolamine), is particularly effective in providing stability against the development of syneresis even when the lipstick is in the form of a water-in-oil emulsion.
  • Other features of the emulsions of the present invention include their substantial transparency when applied to the skin, good adherance to the skin without being tacky, and their substantial transfer resistance. The emulsions can be wax-free because the need to build structure with large amounts of wax is eliminated by the presence of the polyamide gelling agent. The use of the polyamide gelling agent in the presence of the water phase of an emulsion system is an improvement over traditional wax-based emulsions because wax forms an opaque oil phase (i.e., when light scatters off of the wax microstructure). The opaque oil phase renders the color less brilliant because it interferes with the true appearance of the color even when applied to the skin. Further, wax has poor adhesion properties to the skin. Therefore, it is not long wearing. Although it is widely used in mascara, lipstick, and other products, the presence of wax can cause these products to transfer easily from the skin to other unwanted substrates (e.g., clothes, cups), the color fades quickly, and smudging and flaking are common problems as well. However, the polyamide gelled emulsions of the present invention adhere well to the skin. Strong adherance to the keratinous substrate is believed to be by hydrogen bonds between the polyamide and the keratin. The surprising benefit of the present invention is the ability to achieve opposing properties of adherance to the skin without a tacky feeling to the emulsion product. It is commonly found that measures taken to increase the adhesiveness of a composition result in a corresponding increase in the tackiness of the composition. However, the emulsions of the present invention overcome this mutual exclusivity and have both a pleasant creamy feel and good adherance to the skin.
  • In addition, to gelling an emulsion that is substantially non-sweating, the polyamide functions to maximize the color integrity because the emulsion is substantially transparent or semi-transparent when applied and allowed to dry on the skin. As used herein, “substantially transparent” means that greater than 75 percent light can be transmitted through the oil phase; preferably, 80 percent; and more preferably, 90 percent. Thus, the term “transparency” as employed herein refers to invention cosmetic stick products which have translucent or transparent light transmitting properties, and refers to a clear body which has the property of transmitting light without appreciable scattering, so that objects beyond are entirely visible. The term “translucent” refers to a body which is partly transparent. The body admits and diffuses light, so that objects beyond are visible but cannot be clearly distinguished. The term “opaque” refers to a body which is impervious to visible light. An opaque body lacks any degree of transparency.
  • The cosmetic emulsions of the present invention also include a colorant component comprising one or more colorants. The term “colorant” as used herein includes pigments, dyes, stains, colorants, combinations thereof, and the like. Any cosmetically acceptable colorant can be used in the emulsions of the present invention. The color of the product after addition of the colorant is intense and bright upon application to the skin. Suitable organic pigments can be, for example, natural pigments, monomeric and polymeric synthetic pigments, or combinations thereof. Exemplary organic pigments include, but are not limited to, phthalocyanine blue and green pigments and azo-type red pigments such as naphthol red pigment. Other suitable aromatic pigment compounds include, but are not limited to, azo, triphenyl methane, indigo, anthraquinone, and xanthine dyes which are referred to as D&C, and FD&C pigments, such as for example, FD&C blue No. 1, FD&C green No. 5, FD&C red No. 40, and FD&C yellow No. 5. Also useful are lakes which are pigments formed by the precipitation and absorption of organic dyes in an insoluble base, such as alumina, barium, or calcium hydrates. Particularly preferred lakes are primary FD&C or D&C Lakes and blends thereof. Colorant concentrations will vary depending upon the desired color or tint of the cosmetic product, but the colorant component generally will be greater than 2.0 percent, and preferably, greater than 5.0 percent by weight of the total composition.
  • The colorant can also be an inorganic pigment. The inorganic pigment is present in low amounts and preferably, the inorganic pigment has a small particle size, for example, a submicron particle size that will disperse and permit the cosmetic product to maintain a clear appearance. Examples of inorganic pigments include, but are not limited to, iron oxides (yellow, red, brown or black), ultramarines, chromium hydroxide green, chromium oxide, titanium dioxide (white), ferric ferrocyanide, ferric ammonium ferrocyanide, and mixtures thereof. The pigments can be ground by, for example, a rolling mill, or alternatively, the pigments can be purchased pre-ground in a blend containing, for example, water, polysaccharides, and black iron oxide. The ability to incorporate dyes, pigments and colorants is challenging in an emulsion system, especially one that contains the non-siloxane based polyamide as the gelling agent, and the ethylene oxide containing emulsion stabilizer. However, surprisingly, the color of the cosmetic emulsions of the present invention, after application to the skin, provides maximum color impact. The color is deep, brilliant and crisp.
  • The active ingredients incorporated in the emulsions of the present invention having a polyamide as the gelling agent preferably do not include antiperspirant actives especially those that are acidic metal salts. Examples of actives that can be used in the present invention include, but are not limited to, sunscreen actives, whitening agents, such as for example, antioxidants, antimicrobials, analgesics, anesthetics, anti-acne agents, antidermatitis agents, antipruritic agents, anti-inflammatory agents, antihyperkeratolytic agents, anti-dry skin agents, antipsoriatic agents, antiseborrheic agents, antiaging agents, antiwrinkle agents, self-tanning agents, wound-healing agents, corticosteroids, or hormones. The incorporation of the active in the formulation is determined by its solubility and/or stability in combination with non-siloxane polyamide gelled emulsions of the present invention. The term “sunscreen” as used herein refers to any material which is capable of protecting skin from ultraviolet radiation having a wavelength of from about 280 to about 400 nm, by effectively absorbing such radiation, and/or reflecting or scattering such radiation away from the surface of skin. Examples of sunscreens with which the compositions of the present invention can be combined in this context are titanium dioxide, zinc oxide, benzophenones, octyl dimethyl PABA, amyldimethyl PABA, octyl methoxycinnamate, 2-ethoxy p-methoxycinnamate, oxybenzone, homosalate, phenyl salicylate, avobenzene, glyceryl p-aminobenzoate, ethyl-p-glycosylimido benzoate and the like. In a formulation, the sunscreen agent is used in the amounts normally used for that agent. Preferably, the active is non-acidic. The selection of the mode of delivery for additional active ingredients, however, is limited to the mode of delivery chosen for the compositions.
  • The cosmetic product can be, but is not limited to, a lipstick, lip gloss or other lip product, a solid, or gel fragrance or perfume product, cleanser, toner, an eye product, such as a mascara, eyeliner or an eye gel, compact emulsion foundation, concealer, moisturizing skin lotion or cream, hair stick or gel, and any other makeup, or skin or sun care product that is in a gel or stick form. In a preferred embodiment, the product is a mascara or lipstick product. The base of the lipstick or mascara has sufficient clarity such that the color is bright and luminous, i.e., they are transparent, semi-transparent, or transluscent. The products of the present invention are long wearing, non-smudging, and non-flaking.
  • Further, the clear cosmetic product can contain other optional components as long as they do not interfere with the gelling properties of the polyamide. Examples include, but are not limited to, one or more preservatives such as, for example, propyl paraben, butyl paraben, mixtures thereof, or isoforms thereof, as well as butyl hydroxy toluene or butyl hydroxy anisol (BHT or BHA); fragrances (such as pinene); flavoring agents; waterproofing agents (such as PVP/eicosene copolymer); surfactants, such as silicone copolyols or fatty acid glycerol esters; and oil-soluble actives, such as tocopherol and its derivatives or retinol and its derivatives; and the like.
  • The method of preparing the emulsions of the present invention entails basic steps known in the art for preparing emulsions. The non-siloxane based polyamide or the polyamide resin with an electronegative moiety of greater than 2.5 and the resin stabilizer, along with the other ingredients in the oil phase may be prepared separately but are combined or added to the oil phase before combining with the aqueous phase to make the emulsion. The present emulsions, containing the gelling system, can be prepared with the polyamide as the primary gelling agent in the gelling system or with other naturally derived or synthetic gellants or thickening agents, known and commonly used by one skilled in the art, such as for example, cetyl dimethicone copolyol, acrylates copolymer, dextrin fatty acid esters, carbopols, dibenzyl monosorbitol acetal, polyethylene wax, beeswax, carnauba wax, candilla wax, bayberry wax, rice wax, acylglutamic acid diamide, esters, fatty alcohols, and the like can be used in the oil phase of the present invention. Preferably, however, the compositions of the present invention are wax-free.
  • The invention is further illustrated by the following non-limiting examples.
  • EXAMPLES
  • I. Lipstick with Polyamide Gelling Agent
    Material Weight %
    Phase I
    Polyamide resin 18.0
    Isocetyl alcohol 22.0
    Stearyl alcohol 4.0
    Lauramide MEA 3.0
    Propylene carbonate 3.8
    Laureth-7 4.0
    Isopropyl alcohol 2.0
    Glycerin 3.0
    Cyclomethicone 4.0
    Acrylates copolymer 0.2
    Cetyl dimethicone/Polyglyceryl-4 2.0
    isostearate/Hexyl laurate
    Phase II
    Dimethicone 1.0
    Castor oil 4.0
    Hydrogenated vegetable oil 0.8
    Iron oxide 0.6
    FD&C Blue #1 0.3
    FD&C Yellow #5 1.0
    Bismuth oxychloride 4.0
    Mica/Titanium
    Dioxide/Carmine/Methicone 0.9
    D&C Red #7 3.0
    Phase III
    Water 18.5
  • The lipstick is prepared by combining Phase I ingredients together and heating them to about 99° C. for about 2 hours. Phase II ingredients are combined and ground in a homogenizer at about 3000 rpm for about 10 minutes. The homogenized Phase II ingredients are added to Phase I and together the combination is heated to 80° C. Phase III is added to the combined Phase I and Phase II ingredients at a temperature of about 80° C. by mixing. Adjust pH of combination with to about 7.35. The lipstick can be made by pouring the combination into a lipstick mold or by following any known technique for making a lipstick.
  • II. Oil in Water Mascara with Polyamide Gelling Agent
    Material Weight %
    Phase I
    Polyamide resin 10.00
    Sorbitan Tristearate 1.00
    Glyceryl Stearate/PEG-100 Stearate 1.00
    Stearic Acid 4.00
    Dioctyl Acipate/Octyl Stearate/Octyl Palmitate 1.00
    Stearamide MEA Stearate 3.00
    Phase II
    Dimethicone 2.50
    Cyclomethicone 5.00
    Isoclodecane 11.00
    Ethanol 0.50
    Phase III
    Water 22.50
    Silica 1.00
    Polysorbate 20 2.00
    Acacia Gum 0.25
    Phase IV
    Water 10.45
    Black iron oxide 8.00
    Polyvinylpyrrolidone 1.00
    Phase V
    Water 8.00
    Shellac 2.00
    Acrylic copolymer 5.00
    Preservatives 0.80
  • Combine Phase I ingredients and heat to about 90° C. until solids are melted. Add Phase II ingredients to Phase I ingredients and maintain heat at about 60° C. Heat Phase III ingredients to about 60° C. and combine with Phase IV ingredients. Add combined Phase III and IV ingredients to Phase I and II ingredients by mixing. Add Phase V ingredients to the mixture and adjust pH to about 7.35. The mascara is tested for stability by storing the mascara at 50° C. Accelerated stability data is measured using a Brookfield rheometer. An initial viscosity measurement is 49.5. Six-week viscosity measurement is 45.0 and predicts stability up to about 2 years.
  • III. Water in Oil Mascara with Polyamide Gelling Agent
    Material Weight %
    Phase I
    Polyamide resin 12.0
    PEG-30 Dipolyhydroxystearate 3.0
    Cetyl acetate/Acetylated landin
    alcohol 1.0
    Stearic acid 3.0
    Isoclodecane 20.0
    Phase II
    Black iron oxide 10.0
    Ethanol 3.0
    Glyceryl divate 0.5
    Isoclodecane 18.0
    Phase III
    Acrylic copolymer 7.0
    Dioctyl malate 1.0
    Phase IV
    Water 21.5
  • Add ingredients of Phase I together and heat to about 99° C. for about 2 hours. Combine Phase II ingredients and grind them in a Silverson at about 3000 rpm for about 10 minutes. Mix Phases I and II together, and add Phase III ingredients with a mixer at a temperature of about 80° C. Add phase IV ingredients to Phases I, II and III ingredients at about 80° C. by mixing and adjust pH to about 7.35.
  • IV. Comparative Study
  • A mascara composition containing polyamide as the emulsion gelling agent, substantially as described in Example II, is prepared and tested. A study is conducted in cool and warm climates for a period of 27 days. In the cool climate, 32 panelists are selected and are women ages 18 to 65 years old. The panelists wear conventional mascara at least 5 days per week and desire a mascara product that applies smoothly and feels comfortable. The panelists are instructed to use either the mascara of the present invention or a leading brand of mascara at least once a day. They are permitted to apply the mascara as often as they deem it to be necessary and/or desirable. However, they are to apply the mascara as they would apply their normal mascara. To remove the mascara the panelists are to use any normal eye makeup remover that they would ordinarily use.
  • At the conclusion of the study, panelists complete a self-administered questionnaire. Results of the study indicate that panelists who used the mascara of the present invention like it much more than the brand of mascara they normally use by 3 times more panelists who use the leading brand of mascara in the category of not clumping on the brush, separating the lashes, and curling the lashes. With respect to comfort on the lashes, defining the lashes, and the amount of color deposited to the lashes, 4 times as many panelists who use the mascara of the present invention like it much more than the mascara they normally use than panelists who use the leading brand of mascara. Finally, from the results of the study, 5 times as many panelists who use the mascara of the present invention than panelists who use the leading brand of mascara also indicate that the final appearance of lashes after application is liked much more than the mascara they normally use. Therefore, this study demonstrates the ability of incorporating the polyamide as a gelling agent for an emulsion in a mascara composition and the beneficial results obtained therefrom. The mascara of the present invention is non-tacky, therefore, it does not clump on the brush, and is comfortable when applied. Further, after the mascara of the present invention dries, the lashes appear nicely separated and defined, and have an overall appealing look that is preferred more than the leading brand of mascara.

Claims (40)

  1. 1. A cosmetic composition comprising an emulsion having an aqueous phase and a non-aqueous phase, a substituted alkanolamide neutralized by an acid and a gelling system of at least one non-siloxane based polyamide resin as the primary gelling agent in the non-aqueous phase.
  2. 2. The composition of claim 1 wherein the composition further comprises a color component.
  3. 3. The composition of claim 1 wherein the polyamide resin further comprises a terminal end group selected from the group consisting of ester, amine, tertiary-amide and acid.
  4. 4. The composition of claim 3 wherein the terminal end group is an ester or a tertiary-amide.
  5. 5. The composition of claim 1 wherein the polyamide resin is present in a gelling sufficient amount.
  6. 6. The composition of claim 1 wherein the polyamide resin is present in an amount of about 1 to 30 percent by weight of the composition.
  7. 7. The composition of claim 1 wherein the emulsion further comprises about 0.01 to about 10 percent surfactant.
  8. 8. The composition of claim 7 wherein the surfactant has an HLB greater than 8.
  9. 9. The composition of claim 1 wherein the non-aqueous phase further comprises volatile oil.
  10. 10. The composition of claim 1 in the form of a lipstick or a mascara.
  11. 11. The composition of claim 1 wherein the acid is a fatty acid.
  12. 12. The composition of claim 11 wherein the fatty acid is a lauric acid or a stearic acid.
  13. 13. The composition of claim 1 wherein the substituted alkanolamide has 1 to 18 carbon atoms.
  14. 14. The composition of claim 13 wherein the substituted alkanolamide neutralized by an acid is stearamide MEA stearate or lauramide MEA stearate.
  15. 15. The composition of claim 1 wherein the gelling system further comprises at least one alkylene oxide containing emulsion stabilizer.
  16. 16. The composition of claim 1 wherein the emulsion is wax-free.
  17. 17. The composition of claim 1 wherein the emulsion is stable.
  18. 18. A cosmetic composition comprising an emulsion having an aqueous phase and a non-aqueous phase, a substituted alkanolamide neutralized by a stearic acid or a lauric acid, at least one alkylene oxide containing emulsion stabilizer, and a gelling sufficient amount of at least one non-siloxane based polyamide resin as the primary gelling agent in the non-aqueous phase, the polyamide resin having terminal end groups selected from the group consisting of ester, amine, tertiary-amide and acid.
  19. 19. The composition of claim 18 wherein the substituted alkanolamide has 1 to 18 carbon atoms.
  20. 20. The composition of claim 18 wherein the substituted alkanolamide neutralized by a stearic acid or a lauric acid is stearamide MEA stearate or lauramide MEA stearate.
  21. 21. The composition of claim 18 wherein the terminal end group is ester or tertiary amide.
  22. 22. The composition of claim 18 wherein the emulsion is wax-free.
  23. 23. The composition of claim 18 wherein the emulsion is stable.
  24. 24. The method of making a cosmetic emulsion comprising the steps of adding an alkanolamide having 1 to 18 carbon atoms neutralized by a stearic acid or a lauric acid, a colorant component and a gelling sufficient amount of a non-siloxane based polyamide resin as the primary gelling agent to at least one aqueous phase, and dispersing the aqueous phase with a non-aqueous phase.
  25. 25. The method of claim 24 wherein the step of dispersing further comprises the aqueous phase as the dispersant phase.
  26. 26. The method of claim 24 wherein the polyamide further comprises a terminal end group selected from the group consisting of ester, amine, tertiary-amide and acid.
  27. 27. The method of claim 24 further comprising the step of adding at least one alkylene oxide containing emulsion stabilizer.
  28. 28. The method of claim 24 wherein the emulsion is wax-free.
  29. 29. The method of claim 24 wherein the composition is added to a formulation for a mascara or a lipstick.
  30. 30. The method of making a cosmetic emulsion comprising the steps of adding an alkanolamide having 1 to 18 carbon atoms neutralized by a stearic acid or a lauric acid, a colorant component and a gelling sufficient amount of a non-siloxane based polyamide resin as the primary gelling agent to at least one non-aqueous phase, and dispersing an aqueous phase with the non-aqueous phase.
  31. 31. The emulsion of claim 30 further comprising one or more active ingredients.
  32. 32. The method of claim 30 wherein the emulsion is wax-free.
  33. 33. A cosmetic composition comprising an emulsion having an aqueous phase and a non-aqueous phase, an alkanolamide of a fatty acid and a gelling system of at least one non-siloxane based polyamide resin as the primary gelling agent in the non-aqueous phase.
  34. 34. The composition of claim 33 wherein the alkanolamide has 1 to 18 carbon atoms.
  35. 35. The composition of claim 33 wherein the alkanolamide is stearamide MEA stearate or lauramide MEA stearate.
  36. 36. The composition of claim 33 wherein the polyamide resin has terminal end groups selected from the group consisting of ester, amine, tertiary-amide and acid.
  37. 37. The composition of claim 36 wherein the terminal end group is ester or tertiary amide.
  38. 38. The composition of claim 33 wherein the emulsion is wax-free.
  39. 39. The composition of claim 33 wherein the emulsion is stable.
  40. 40. The composition of claim 33 wherein the gelling system further comprises at least one alkylene oxide containing emulsion stabilizer.
US11082566 2001-06-21 2005-03-17 Stable cosmetic emulsion with polyamide gelling agent Abandoned US20050169875A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US38815402 true 2002-06-11 2002-06-11
PCT/US2002/019548 WO2002102322A3 (en) 2001-06-21 2002-06-19 Stable cosmetic emulsion with polyamide gelling agent
US48123004 true 2004-05-06 2004-05-06
US11082566 US20050169875A1 (en) 2002-06-11 2005-03-17 Stable cosmetic emulsion with polyamide gelling agent

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11082566 US20050169875A1 (en) 2002-06-11 2005-03-17 Stable cosmetic emulsion with polyamide gelling agent
US11940727 US8333956B2 (en) 2002-06-11 2007-11-15 Stable cosmetic emulsion with polyamide gelling agent

Related Parent Applications (5)

Application Number Title Priority Date Filing Date
US10481230 Continuation-In-Part
PCT/US2002/019548 Continuation WO2002102322A3 (en) 2001-06-21 2002-06-19 Stable cosmetic emulsion with polyamide gelling agent
PCT/US2002/019548 Continuation-In-Part WO2002102322A3 (en) 2001-06-21 2002-06-19 Stable cosmetic emulsion with polyamide gelling agent
US48123004 Continuation 2004-05-06 2004-05-06
US48123004 Continuation-In-Part 2004-05-06 2004-05-06

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US11940727 Continuation-In-Part US8333956B2 (en) 2001-06-21 2007-11-15 Stable cosmetic emulsion with polyamide gelling agent

Publications (1)

Publication Number Publication Date
US20050169875A1 true true US20050169875A1 (en) 2005-08-04

Family

ID=34811104

Family Applications (3)

Application Number Title Priority Date Filing Date
US10481230 Active 2025-11-20 US8449870B2 (en) 2001-06-21 2002-06-19 Stable cosmetic emulsion with polyamide gelling agent
US10457146 Abandoned US20040009132A1 (en) 2002-06-11 2003-06-09 Stable cosmetic emulsion with polyamide gelling agent
US11082566 Abandoned US20050169875A1 (en) 2001-06-21 2005-03-17 Stable cosmetic emulsion with polyamide gelling agent

Family Applications Before (2)

Application Number Title Priority Date Filing Date
US10481230 Active 2025-11-20 US8449870B2 (en) 2001-06-21 2002-06-19 Stable cosmetic emulsion with polyamide gelling agent
US10457146 Abandoned US20040009132A1 (en) 2002-06-11 2003-06-09 Stable cosmetic emulsion with polyamide gelling agent

Country Status (1)

Country Link
US (3) US8449870B2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100247470A1 (en) * 2009-03-31 2010-09-30 Francis Martin Friel Mascara Compositions And Methods For Treating Lashes
US8449870B2 (en) 2002-06-11 2013-05-28 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent
WO2017086934A1 (en) * 2015-11-17 2017-05-26 Avon Products, Inc. Compositions for keratin fibers

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8333956B2 (en) * 2002-06-11 2012-12-18 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent
JP2006160874A (en) * 2004-12-07 2006-06-22 Daicel Degussa Ltd Method for producing resin particle
FR2879441B1 (en) * 2004-12-21 2010-10-08 Oreal composition for coating keratin fibers, especially the eyelashes
US20090291056A1 (en) * 2008-05-20 2009-11-26 Castro John R Aqueous Based Cosmetic Compositions With Clear Or Translucent Non-Amidated Structuring Agent
WO2013049821A3 (en) * 2011-09-30 2013-05-30 L'oreal S.A. Anhydrous emulsions containing polylysine and polar modified polymer
FR3002448B1 (en) * 2013-02-25 2015-04-03 Oreal gel type cosmetic composition
WO2014152680A1 (en) * 2013-03-15 2014-09-25 Avon Products, Inc Mascara compositions with enhanced depth of color

Citations (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2450940A (en) * 1944-04-20 1948-10-12 John C Cowan Polyamides from polymeric fat acids
US3148125A (en) * 1961-03-22 1964-09-08 Yardley Of London Inc Clear lipstick
US4275054A (en) * 1976-10-20 1981-06-23 L'oreal Deodorants or deodorisers and compositions containing them
US4820765A (en) * 1985-12-20 1989-04-11 Henkel Corporation Polyamide from diamine and excess aromatic dicarboxylic acid
US4830774A (en) * 1986-06-16 1989-05-16 Helene Curtis, Inc. Antidandruff shampoo composition having improved suspension properties
US5472686A (en) * 1990-12-28 1995-12-05 Nippon Unicar Company Limited Cosmetic formulations
US5500209A (en) * 1994-03-17 1996-03-19 The Mennen Company Deodorant and antiperspirant compositions containing polyamide gelling agent
US5603925A (en) * 1995-04-21 1997-02-18 The Mennen Company Clear or translucent tack-free antiperspirant stick or gel composition and manufacturing method
US5719255A (en) * 1994-03-11 1998-02-17 Henkel Kommanditgesellschaft Auf Aktien Polyamide based on dimer fatty acid
US5783657A (en) * 1996-10-18 1998-07-21 Union Camp Corporation Ester-terminated polyamides of polymerized fatty acids useful in formulating transparent gels in low polarity liquids
US5807968A (en) * 1996-04-04 1998-09-15 Henkel Corporation Polyamide compositions and related methods
US6051216A (en) * 1997-08-01 2000-04-18 Colgate-Palmolive Company Cosmetic composition containing siloxane based polyamides as thickening agents
US6054517A (en) * 1998-07-10 2000-04-25 Noville Corporation Clear compositions for use in solid transparent candles
US6268466B1 (en) * 1999-01-04 2001-07-31 Arizona Chemical Company Tertiary amide terminated polyamides and uses thereof
US20010031280A1 (en) * 1999-12-28 2001-10-18 Veronique Ferrari Composition comprising at least one hetero polymer and at least one pasty fatty substance and methods for use
US6497861B1 (en) * 2001-06-21 2002-12-24 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent
US20040151686A2 (en) * 2000-06-23 2004-08-05 L'oreal S.A. Cosmetic composition comprising an emulsion containing a liquid fatty phase structured with a polymer, and an alkylene-oxide-containing emulsion stabilizer
US6869594B2 (en) * 2000-01-24 2005-03-22 L'ORéAL S.A. Transfer-free mascara composition comprising at least one volatile solvent and at least one polymer

Family Cites Families (148)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US427868A (en) * 1890-05-13 Alfred hosking
US2379413A (en) * 1940-06-28 1945-07-03 American Cyanamid Co Amides of high molecular weight carboxylic acids
US2662068A (en) 1951-03-16 1953-12-08 Gen Mills Inc Organic solvent gels
US2663649A (en) 1952-07-01 1953-12-22 T F Washburn Co Ester modified polyamide resins
US2962461A (en) 1956-11-30 1960-11-29 T F Washburn Company Method for determining end point of polyamide modified vehicle cooks
US2890097A (en) * 1958-05-12 1959-06-09 Thompson J Coe Shrinkproofing textiles with polyamides and volatile polyepoxides
US3086914A (en) * 1959-06-23 1963-04-23 Faberge Inc Lip-coloring compositions
NL254088A (en) * 1959-07-29
US3156572A (en) 1961-10-18 1964-11-10 Interchonical Corp Printing inks
US3412115A (en) 1964-11-02 1968-11-19 Gen Mills Inc Polyamide resin
GB1117129A (en) 1965-09-18 1968-06-19 Yardley And Company Ltd A cosmetic preparation
GB1194901A (en) 1965-09-18 1970-06-17 Yardley And Company Ltd Polyamide Compositions
DE1617947C3 (en) 1966-02-23 1974-10-31 Yardley & Co. Ltd., London
JPS5010282B1 (en) 1968-06-25 1975-04-19
US3615289A (en) 1969-03-26 1971-10-26 Avon Prod Inc Candle composition
US3645705A (en) * 1970-03-03 1972-02-29 Kolar Lab Inc Transparent combustible material suitable for candle bodies
US3819342A (en) * 1971-03-26 1974-06-25 Avon Prod Inc Transparent candle
US3778394A (en) 1972-08-24 1973-12-11 Gen Mills Chem Inc Polymeric fatty acid polyamide modified with a rosin adduct
US3857960A (en) 1972-12-29 1974-12-31 Bristol Myers Co Toilet oil bar
US3926655A (en) 1973-01-31 1975-12-16 Hercules Inc Clear perfumed polyamide resin and method of making it
US4137306A (en) * 1973-06-05 1979-01-30 Armour Pharmaceutical Company Anhydrous antiperspirant stick compositions
USRE29871E (en) 1973-06-08 1978-12-26 L'oreal Fatty compositions for use in cosmetic makeup compositions and said cosmetic makeup compositions
US4128436A (en) 1974-05-29 1978-12-05 Coats Brothers & Company Ltd. Rheological agents
US3969087A (en) * 1974-08-07 1976-07-13 Ajinomoto Co., Ltd. Gels of nonpolar liquids with N-acyl amino acids and derivatives thereof as gelling agents
US4051159A (en) 1976-01-12 1977-09-27 Avon Products, Inc. Transparent fragrance releasing composition and method of making same
US4062819A (en) 1976-09-07 1977-12-13 Emery Industries, Inc. Polyamide blends having improved processing characteristics
NL185519C (en) * 1976-12-23 1990-05-01 Schering Ag Process for the preparation of hot melt adhesives for textiles and molded articles.
JPS6112885B2 (en) * 1977-08-26 1986-04-10 Shiseido Co Ltd
GB2013493C (en) 1978-01-13 1996-02-20 Unilever Ltd Skin treatment product
DE2942680C2 (en) * 1979-10-23 1986-02-27 Schering Ag, 1000 Berlin Und 4709 Bergkamen, De
EP0042008B1 (en) * 1979-12-21 1986-04-09 Toray Industries, Inc. Polyester amides and adhesives therefrom
US4337298A (en) * 1980-11-19 1982-06-29 Gulf Oil Corporation Polymer compositions and laminates produced by bonding or coextrusion
US4466936A (en) * 1981-02-03 1984-08-21 Bayer Aktiengesellschaft Production of molds using gel compositions with depot action based on a polyurethane matrix and relatively high molecular weight polyols
JPH0231101B2 (en) * 1982-05-27 1990-07-11 Toray Industries
LU84210A1 (en) 1982-06-17 1984-03-07 Oreal Composition based on cationic polymers, anionic polymers and waxes destinee for use in cosmetics
DE3243794A1 (en) * 1982-11-26 1984-05-30 Schering Ag Alkoholloesliche printing inks
US4552693A (en) 1983-03-30 1985-11-12 Avon Products, Inc. Transparent fragrance emitting articles
JPH0248010B2 (en) 1983-09-05 1990-10-23 Daicel Huels Kk Horiamido * horishirokisanburotsukukyojugotainoseizohoho
EP0168499B1 (en) * 1983-12-27 1990-06-13 Daicel Chemical Industries Co., Ltd. Polyesteramides
DE3420009A1 (en) * 1984-05-29 1985-12-05 Schering Ag A process for the preparation of anti-slip lacquers
US4712571A (en) 1984-06-29 1987-12-15 Chesebrough-Pond's, Inc. Nail polish compositions and means for applying same
US4769285A (en) 1985-07-23 1988-09-06 Minnesota Mining And Manufacturing Company Polyamide-acrylate blends
US4699779A (en) 1986-02-18 1987-10-13 Victor Palinczar Waterproof sunscreen compositions
GB2196978B (en) 1986-09-25 1990-04-18 Plough Cosmetic nail strengthening compositions and method of using same
JPH0466446B2 (en) 1987-06-16 1992-10-23 Dow Corning Toray Silicone
JP2691729B2 (en) 1987-06-23 1997-12-17 株式会社資生堂 Solid-like water-in-oil type emulsified cosmetic
US5047167A (en) 1987-12-30 1991-09-10 Lever Brothers Company, Division Of Conopco, Inc. Clear viscoelastic detergent gel compositions containing alkyl polyglycosides
US5219560A (en) * 1989-03-20 1993-06-15 Kobayashi Kose Co., Ltd. Cosmetic composition
US5061481A (en) 1989-03-20 1991-10-29 Kobayashi Kose Co., Ltd. Cosmetic composition having acryl-silicone graft copolymer
US5324506A (en) * 1988-11-23 1994-06-28 Estee Lauder, Inc. Colored cosmetic compositions
CA2033642A1 (en) * 1990-01-11 1991-07-12 Dilip R. Abayasekara Graft polymers of epsilon-caprolactam
GB9010526D0 (en) * 1990-05-10 1990-07-04 Unilever Plc Cosmetic composition
FR2673179B1 (en) * 1991-02-21 1993-06-11 Oreal Ceramides, their process for the preparation and their applications in cosmetics and dermopharmacy.
GB9114255D0 (en) 1991-07-02 1991-08-21 Unilever Plc Cosmetic composition
FR2687569B1 (en) 1992-02-21 1995-06-09 Oreal Cosmetic composition for making up the eyes, comprising a wax microdispersion.
EP0639968B1 (en) * 1992-05-12 1996-03-13 THE PROCTER & GAMBLE COMPANY Antiperspirant gel stick composition
DE4217673A1 (en) 1992-05-29 1993-12-02 Huels Chemische Werke Ag Elektrolytverdickbare surfactant combinations
US5272241A (en) 1992-08-21 1993-12-21 General Electric Company Amino acid functionalized silicones and method for preparation
US5372852A (en) 1992-11-25 1994-12-13 Tektronix, Inc. Indirect printing process for applying selective phase change ink compositions to substrates
US5683817A (en) 1992-12-28 1997-11-04 E. I. Du Pont De Nemours And Company Polyamide composition and method of producing goods
FR2702676B1 (en) * 1993-03-18 1995-05-19 Oreal Oil-in-water containing a perfluoropolyether composition comprising the same, method of preparation and use in cosmetics and dermatology.
US5389363A (en) * 1993-04-23 1995-02-14 Revlon Consumer Products Corporation Cosmetic compositions for lengthening, coloring and curling eyelashes
FR2712805B1 (en) * 1993-11-24 1996-01-19 Oreal Cosmetic composition for makeup in the form of a mascara comprising at least one wax and a pseudo-latex.
DE4405510A1 (en) 1994-02-22 1995-08-24 Henkel Kgaa emulsions
US5610199A (en) * 1994-03-22 1997-03-11 Estee Lauder Inc. Solid lipophilic composition and process for its preparation
DE4413686C2 (en) * 1994-04-20 1996-10-24 Henkel Kgaa Cationic sugar surfactants, processes for their preparation and their use
JPH09507695A (en) * 1994-05-13 1997-08-05 ユニリーバー・ナームローゼ・ベンノートシヤープ Detergent composition
JP3422434B2 (en) * 1994-05-31 2003-06-30 新日鐵化学株式会社 Silicate group-containing polyimide
US5510452A (en) * 1994-07-11 1996-04-23 Rheox, Inc. Pourable liquid polyesteramide rheological additives and the use thererof
US5534246A (en) * 1994-08-29 1996-07-09 Helene Curtis, Inc. Topically-effective compositions
US5540853A (en) * 1994-10-20 1996-07-30 The Procter & Gamble Company Personal treatment compositions and/or cosmetic compositions containing enduring perfume
FI110992B (en) 1994-10-25 2003-05-15 Revlon Consumer Prod Corp Cosmetic compositions, a process for their preparation and their use
FR2734716B1 (en) * 1995-06-01 1997-08-14 Oreal Cosmetic composition in the form of a soft paste and process for its preparation
US5849275A (en) 1995-06-26 1998-12-15 Revlon Consumer Products Corporation Glossy transfer resistant cosmetic compositions
US6007799A (en) 1995-08-18 1999-12-28 Colgate Palmolive Company Clear cosmetic gel composition
US6063398A (en) * 1995-09-20 2000-05-16 L'oreal Cosmetic or dermopharmaceutical patch containing, in an anhydrous polymeric matrix, at least one active compound which is, in particular, unstable in oxidizing mediums, and at least one water-absorbing agent
FR2740330B1 (en) 1995-10-27 1997-12-05 Oreal Composition comprising a polymer system and use of said system
US6019962A (en) * 1995-11-07 2000-02-01 The Procter & Gamble Co. Compositions and methods for improving cosmetic products
US6071503A (en) * 1995-11-07 2000-06-06 The Procter & Gamble Company Transfer resistant cosmetic compositions
US5891424A (en) * 1996-10-29 1999-04-06 Procter & Gamble Antiperspirant cream compositions having improved rheology
US5645632A (en) * 1996-02-14 1997-07-08 Union Camp Corporation Diesters of polymerized fatty acids useful in formulating hot-melt inks
FR2745715B1 (en) * 1996-03-05 1998-07-31 Oreal Emulsion oil-in-water composition comprising such an emulsion and use in cosmetics, in pharmacy or in hygiene
US5750121A (en) * 1996-03-15 1998-05-12 Elizabeth Arden, A Division Of Conopco, Inc. Color cosmetic composition containing alcohol modified wax
US5667770A (en) 1996-03-25 1997-09-16 Elizabeth Arden Company, Division Of Conopco, Inc. Long wearing lipstick
US5919441A (en) * 1996-04-01 1999-07-06 Colgate-Palmolive Company Cosmetic composition containing thickening agent of siloxane polymer with hydrogen-bonding groups
FR2751543B1 (en) 1996-07-24 1998-09-11 Oreal Composition comprising a polymer system and use of said system including cosmetics
US6045823A (en) * 1996-09-19 2000-04-04 Dragoco Gerberding & Co. Ag Process for producing solid anhydrous composition, and pharmaceutical and cosmetic products comprising same
US6190673B1 (en) * 1996-12-20 2001-02-20 The Procter & Gamble Company Gel compositions containing gellants in the form of alkyl amides of tri-carboxylic acids
US5874069A (en) * 1997-01-24 1999-02-23 Colgate-Palmolive Company Cosmetic composition containing silicon-modified amides as thickening agents and method of forming same
FR2759583B1 (en) * 1997-02-17 1999-12-10 Oreal antisun composition containing a solid elastomeric organopolysiloxane
WO1998038152A1 (en) * 1997-02-28 1998-09-03 New Japan Chemical Co., Ltd. p-HYDROXYBENZOIC ESTERS, PLASTICIZER CONTAINING THE SAME, POLYAMIDE RESIN COMPOSITION, AND MOLDED OBJECTS
US6165457A (en) * 1997-05-12 2000-12-26 The Procter & Gamble Company Personal care compositions containing toughened grafted polymers
US5972359A (en) 1997-05-23 1999-10-26 The Procter & Gamble Company Skin care compositions and method of improving skin appearance
FR2765103B1 (en) * 1997-06-26 2001-02-02 Oreal Cosmetic or dermatological composition containing at least one silicone fluoridated alkyl chain
WO1999010462A1 (en) * 1997-08-27 1999-03-04 Akzo Nobel N.V. Cationic sugar surfactants from ethoxylated ammonium compounds and reducing saccharides
DE19750246A1 (en) 1997-11-13 1999-05-20 Huels Chemische Werke Ag Use of carboxamide gemini surfactant(s)
FR2772601B1 (en) * 1997-12-22 2000-01-28 Oreal Cosmetic Transfer-resistant composition comprising a dispersion of non-film-forming polymer particles in a partially non-volatile liquid fatty phase
US5922309A (en) * 1997-12-23 1999-07-13 Cheesebrough-Pond's Usa Co. Non-whitening underarm compositions
FR2773064B1 (en) * 1997-12-29 2000-05-05 Oreal Use of a volatile fluorinated solvent, as an agent accelerator drying, in cosmetics
FR2774587B1 (en) 1998-02-09 2000-03-10 Oreal Utilization of a wax microdispersion in a cosmetic or dermatological composition
EP0951897B1 (en) * 1998-04-21 2003-09-03 L'oreal Topical composition containing an olefinic copolymer with controlled crystallisation
US6183760B1 (en) * 1998-04-29 2001-02-06 Avon Products, Inc. Cosmetic stick
US5882363A (en) * 1998-05-07 1999-03-16 The Noville Corporation Clear compositions for use in solid transparent candles
DE19822791A1 (en) 1998-05-20 1999-11-25 Basf Ag Use of amides of polymerized fatty acids as thickeners
EP0958804A2 (en) 1998-05-20 1999-11-24 Shin-Etsu Chemical Co., Ltd. Hair-care treatment composition
EP0958805A3 (en) 1998-05-20 2003-07-09 Shin-Etsu Chemical Co., Ltd. Makeup cosmetic composition
DE19822599C2 (en) * 1998-05-20 2003-02-06 Goldschmidt Ag Th Hydrophobically modified copolymers and their use Polyasparaginsäureesteramide
WO1999061456A9 (en) * 1998-05-27 2000-02-10 Univ Iowa Res Found Sucrose-based surfactants and methods therefor
US5981680A (en) 1998-07-13 1999-11-09 Dow Corning Corporation Method of making siloxane-based polyamides
GB2340838B (en) * 1998-08-21 2002-02-13 Cray Valley Ltd Resins and composites containing them
US6156325A (en) 1998-09-16 2000-12-05 L'oreal Nail enamel composition containing a urea-modified thixotropic agent
FR2783417B1 (en) 1998-09-17 2002-06-28 Oreal Cosmetic or dermatological topical compositions comprising dendritic polyester
FR2785179A1 (en) 1998-10-30 2000-05-05 Oreal Cosmetic composition for use in make-up, comprises aqueous dispersion of particles of film-forming polymer and polyorganosiloxane polyester
US5976514A (en) 1998-11-20 1999-11-02 Procter & Gamble Company Low-irritation antiperspirant and deodorant compositions containing a volatile, nonpolar hydrocarbon liquid
US6503077B2 (en) * 1999-01-04 2003-01-07 Arizona Chemical Company Gelled articles containing tertiary amide-terminated polyamide
US6592857B2 (en) * 1999-01-04 2003-07-15 Arizona Chemical Company Tertiary amide terminated polyamides in cosmetics
JP4043680B2 (en) * 1999-02-17 2008-02-06 信越化学工業株式会社 Organosilicone resin powder
FR2789894B1 (en) 1999-02-24 2001-04-20 Oreal Mascara comprising a wax, a film forming polymer and a silicone
FR2792829B1 (en) 1999-04-28 2004-02-13 Oreal Cosmetic composition comprising a microdispersion of wax and a polymer dye
US6214329B1 (en) * 1999-06-07 2001-04-10 Revlon Consumer Products Corporation Mascara compositions and method for curling lashes
JP3850202B2 (en) * 1999-06-11 2006-11-29 信越化学工業株式会社 Cosmetics
FR2794970B1 (en) 1999-06-21 2001-08-03 Oreal Mascara comprising a polymer dispersed in a liquid fatty phase
FR2795634A1 (en) 1999-06-30 2001-01-05 Oreal Mascara comprising film-forming polymers
FR2795950B1 (en) 1999-07-08 2003-05-09 Oreal Mascara comprising a polyurethane and fibers
US6177523B1 (en) * 1999-07-14 2001-01-23 Cardiotech International, Inc. Functionalized polyurethanes
FR2796273B1 (en) * 1999-07-15 2003-09-12 Oreal Composition has liquid fatty phase gelled with a polyamide has ester end groups
FR2796276B1 (en) * 1999-07-15 2003-05-16 Oreal solid form composition comprising an oil and a gelling agent consists particular, processing method and cosmetic use of said compound
FR2796272B1 (en) 1999-07-15 2003-09-19 Oreal Composition without wax structured hard form a polymer
FR2799366B1 (en) 1999-10-07 2001-12-07 Oreal Composition in the form of oil-in-water containing fibers, and in particular cosmetic uses
JP4164209B2 (en) 1999-10-28 2008-10-15 信越化学工業株式会社 Cosmetics
FR2804286B1 (en) 2000-01-28 2002-09-06 Oreal Use of polyamino acid derivatives as preservatives, compositions comprising them and preservation process using
JP4104264B2 (en) 2000-02-01 2008-06-18 信越化学工業株式会社 The novel silicone compound and cosmetics using the same
US6423324B1 (en) * 2000-06-20 2002-07-23 Cosmolab, Inc. Temperature-stable polyamide resin-based composition, and products
US6432391B1 (en) * 2000-07-07 2002-08-13 L'ORéAL S.A. Transparent scented solid cosmetic composition
US6475500B2 (en) 2000-07-10 2002-11-05 The Procter & Gamble Company Anhydrous cosmetic compositions
FR2811552B1 (en) 2000-07-17 2002-12-27 Oreal Composition including cosmetics or pharmaceutical is in solid form
FR2816506B1 (en) 2000-11-16 2003-01-10 Thierry Bernoud Cosmetic composition thickened by a polyamide resin
DE10060467B4 (en) * 2000-12-05 2007-02-22 Wella Ag Powdered or bleaching hair dyes and process for its preparation
JP3976226B2 (en) 2000-12-08 2007-09-12 信越化学工業株式会社 Polyhydric alcohol-modified silicone and a cosmetic containing the same
JP4949550B2 (en) * 2000-12-11 2012-06-13 信越化学工業株式会社 Cosmetics
FR2817740B1 (en) * 2000-12-12 2006-08-04 Oreal Process for producing a composition cosmetic makeup coloree has transmittance controlled
US20020168335A1 (en) 2000-12-12 2002-11-14 Nathalie Collin Cosmetic composition comprising a wax and a polymer
US6555099B2 (en) * 2000-12-12 2003-04-29 The Procter & Gamble Company Single-phase antiperspirant compositions containing solubilized antiperspirant active and volatile silicone
US8449870B2 (en) 2002-06-11 2013-05-28 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent
FR2832060B1 (en) * 2001-11-09 2004-07-09 Oreal A composition containing n-acyl amino acid ester and a uv filter structured by a polyamide
US6488919B1 (en) 2002-03-14 2002-12-03 The Andrew Jergens Company Semi-solid low residue water-containing antiperspirant composition
US6835374B2 (en) 2002-10-23 2004-12-28 Reheis, Inc. Antiperspirant/deodorant active for no white residue sticks and soft solids
US7208143B2 (en) * 2004-09-29 2007-04-24 Isp Investments Inc. Antiperspirant compositions

Patent Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2450940A (en) * 1944-04-20 1948-10-12 John C Cowan Polyamides from polymeric fat acids
US3148125A (en) * 1961-03-22 1964-09-08 Yardley Of London Inc Clear lipstick
US4275054A (en) * 1976-10-20 1981-06-23 L'oreal Deodorants or deodorisers and compositions containing them
US4820765A (en) * 1985-12-20 1989-04-11 Henkel Corporation Polyamide from diamine and excess aromatic dicarboxylic acid
US4830774A (en) * 1986-06-16 1989-05-16 Helene Curtis, Inc. Antidandruff shampoo composition having improved suspension properties
US5472686A (en) * 1990-12-28 1995-12-05 Nippon Unicar Company Limited Cosmetic formulations
US5719255A (en) * 1994-03-11 1998-02-17 Henkel Kommanditgesellschaft Auf Aktien Polyamide based on dimer fatty acid
US5500209A (en) * 1994-03-17 1996-03-19 The Mennen Company Deodorant and antiperspirant compositions containing polyamide gelling agent
US5603925A (en) * 1995-04-21 1997-02-18 The Mennen Company Clear or translucent tack-free antiperspirant stick or gel composition and manufacturing method
US5807968A (en) * 1996-04-04 1998-09-15 Henkel Corporation Polyamide compositions and related methods
US6111055A (en) * 1996-10-18 2000-08-29 Union Camp Corporation Ester-terminated polyamide gels
US5783657A (en) * 1996-10-18 1998-07-21 Union Camp Corporation Ester-terminated polyamides of polymerized fatty acids useful in formulating transparent gels in low polarity liquids
US5998570A (en) * 1996-10-18 1999-12-07 Union Camp Corporation Ester-terminated polyamides of polymerized fatty acids useful in formulating transparent gels in low polarity liquids
US6051216A (en) * 1997-08-01 2000-04-18 Colgate-Palmolive Company Cosmetic composition containing siloxane based polyamides as thickening agents
US6054517A (en) * 1998-07-10 2000-04-25 Noville Corporation Clear compositions for use in solid transparent candles
US6268466B1 (en) * 1999-01-04 2001-07-31 Arizona Chemical Company Tertiary amide terminated polyamides and uses thereof
US20020019510A1 (en) * 1999-01-04 2002-02-14 Orth Stephen D. Gelled articles containing tertiary amide-terminated polyamide
US20020035237A1 (en) * 1999-01-04 2002-03-21 Lawson Nelson E. Structured composition containing tertiary amide-terminated polyamide for personal care products
US20020037993A1 (en) * 1999-01-04 2002-03-28 Lawson Nelson E. Tertiary amide-terminated polyamides in structured personal care compositions
US20010031280A1 (en) * 1999-12-28 2001-10-18 Veronique Ferrari Composition comprising at least one hetero polymer and at least one pasty fatty substance and methods for use
US6869594B2 (en) * 2000-01-24 2005-03-22 L'ORéAL S.A. Transfer-free mascara composition comprising at least one volatile solvent and at least one polymer
US20040151686A2 (en) * 2000-06-23 2004-08-05 L'oreal S.A. Cosmetic composition comprising an emulsion containing a liquid fatty phase structured with a polymer, and an alkylene-oxide-containing emulsion stabilizer
US6497861B1 (en) * 2001-06-21 2002-12-24 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8449870B2 (en) 2002-06-11 2013-05-28 Color Access, Inc. Stable cosmetic emulsion with polyamide gelling agent
US20100247470A1 (en) * 2009-03-31 2010-09-30 Francis Martin Friel Mascara Compositions And Methods For Treating Lashes
WO2017086934A1 (en) * 2015-11-17 2017-05-26 Avon Products, Inc. Compositions for keratin fibers

Also Published As

Publication number Publication date Type
US20040202626A1 (en) 2004-10-14 application
US20040009132A1 (en) 2004-01-15 application
US8449870B2 (en) 2013-05-28 grant

Similar Documents

Publication Publication Date Title
US5389363A (en) Cosmetic compositions for lengthening, coloring and curling eyelashes
US4699779A (en) Waterproof sunscreen compositions
US5690918A (en) Solvent-based non-drying lipstick
US20050158260A1 (en) Cosmetic composition containing a polyorganosiloxane polymer
US20030232030A1 (en) Compositions containing at least one oil structured with at least one silicone-polyamide polymer, and at least one gelling agent and methods of using the same
US20040052745A1 (en) Long-lasting make-up kit and method
US6875245B2 (en) Ester-terminated poly(ester-amides) in personal care products
US20040013625A1 (en) Compositions comprising at least one heteropolymer and fibers, and methods of using the same
US7329719B2 (en) Ester-terminated poly(ester-amide) in personal care products
US20020022009A1 (en) Cosmetic or dermatological composition comprising a film-forming polymer and an aqueous silicone emulsion
US20030017124A1 (en) Two-coat make-up product containing a goniochromatic pigment and monochrome pigment, and make-up kit containing this product
US20040170586A1 (en) Cosmetic composition containing a polyorganosiloxane polymer
US6716420B2 (en) Methods of use and of making a mascara comprising at least one coloring agent and at least one heteropolymer
US20040223987A1 (en) Composition structured with a polymer containing a heteroatom and organogelator
US20020058054A1 (en) Transfer-resistant cosmetic compositions comprising a non-volatile silicone compound, a non-volatile hydrocarbon-based oil, and an inert particular phase
US20030235553A1 (en) Cosmetic compositions containing at least one silicone-polyamide polymer, at least one oil and at least one film-forming agent and methods of using the same
US20080152678A1 (en) High gloss gel-based lipstick
US20040009198A1 (en) Long-lasting cosmetic composition comprising a specific proadhesive material
US20050244442A1 (en) Long-wearing cosmetic compositions
US6299890B1 (en) Makeup compositions
WO2009071662A2 (en) Cosmetic composition having improved properties
US20080107615A1 (en) Detackified compositions
US20070196309A1 (en) Linear silicone resins in personal care applications
WO2001054660A1 (en) High gloss mascara
US7314612B2 (en) Cosmetic compositions containing at least one heteropolymer and at least one gelling agent and methods of using the same