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EP0742710A1 - Lipophilic solid cosmetic composition comprising acidic dye - Google Patents

Lipophilic solid cosmetic composition comprising acidic dye

Info

Publication number
EP0742710A1
EP0742710A1 EP95905358A EP95905358A EP0742710A1 EP 0742710 A1 EP0742710 A1 EP 0742710A1 EP 95905358 A EP95905358 A EP 95905358A EP 95905358 A EP95905358 A EP 95905358A EP 0742710 A1 EP0742710 A1 EP 0742710A1
Authority
EP
European Patent Office
Prior art keywords
oil
cosmetic composition
dye
lipophilic
solid cosmetic
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.)
Withdrawn
Application number
EP95905358A
Other languages
German (de)
French (fr)
Inventor
Yoshinori Endo
Toshimichi Yamamoto
Toshiya Taniguchi
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP0742710A1 publication Critical patent/EP0742710A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks

Definitions

  • the present invention relates to a lipophilic solid cosmetic composition having good stainability, long-lasting effect, and good color stability, for example, cosmetic compositions suitable for lipsticks, eye shadows, blushers, and foundations.
  • Coloring agents such as pigments and dyes are used in lipophilic solid cosmetic compositions mainly used for the purpose of make-up; for example, lipsticks, eye shadows, blushers, and foundations; in order to provide color to the skin.
  • the coloring agents used here should not only provide an alluring color, but also meet general characteristics required for making a cosmetic composition. Namely, such characteristics are; homogeneity in appearance, good stainability upon application, and long-lasting effect with stable color after application.
  • GB Patent 1,173,743 discloses that it is useful to contain a oil-insoluble dye or a combination of oil-insoluble dye and oil-soluble dye in a cosmetic.
  • JP Laid-open patent S63-11940S discloses a transparent solid cosmetic having good transparency, stability in appearance, and superior usage and dye solubility characterized in comprising 12-hydroxystearic acid, polyhydric alcohol ester of rosin, and a partial ester of polyhydric alcohol and branched fatty acid, or ester of polyhydric alcohol and unsaturated fatty acid.
  • JP Laid-open patent Hl-90110 discloses a transparent solid cosmetic having good transparency, stability in appearance, and superior usage and dye solubility characterized in comprising polyamide resin, pentaerythritot rosin ester, and a partial ester of polyglycerin and branched fatty acid, or an ester of polyglycerin and unsaturated fatty acid.
  • JP Laid-open patent Hl-287011 discloses an emulsified lipstick having a brilliant color comprising water-soluble mineral clay, water, and fluorescent-type dye.
  • JP Laid-open patent H3-86808 discloses a lipstick having superior utility characteristic such as good coming out of color, spreadability, attachment, long-lasting effect, and good appearance as well as stability, comprising 13-21% solid hydrocarbon, 15-60% ester compound made of oxy acid and fatty alcohol, 20-65% liquid or paste-type hydrocarbon, and oil-base dye.
  • JP Laid-open patent H3-90013 discloses a lipstick having superior utility characteristic such as good coming out of color, spreadability, attachment, long-lasting effect, and good appearance as s well as stability, comprising 13-21% solid hydrocarbon, 15-60% ester compound made of polyhydric alcohol and fatty alcohol, 20-65% liquid or paste-type hydrocarbon, and oil-base dye.
  • JP Laid-open patent H3-236307 discloses a lipophilic cosmetic which does not sweat, and has a high chroma color characterized in comprising 0.01-30 wt% of a gamma-alumina having a certain relative surface area, and 0.01-10 wt% oil-base dye.
  • acidic dyes tend to decolor as it is exposed to humidity in the atmosphere, which causes changing of coloring itself. It is not preferable for a make-up cosmetic such as lipstick to decolor.
  • lipophilic cosmetics including acidic dye such as lipsticks tended to be used for dark shades, for decoloring of such shades would not be so obvious.
  • a lipophilic solid cosmetic s composition having good stainability, long-lasting effect, and good color stability, namely, less decoloring over time, was obtained.
  • Dyes are also generally known to be difficult to homogeneously include in lipophilic solid cosmetic compositions because of its tendency to separate from the other 0 lipophilic components, and thus, are desired to be included at its minimum.
  • a lipophilic solid cosmetic composition having good stainability, long-lasting effect, and good color stability, and further with improved homogeneity of appearance was obtained over a wide range of shades with a small total amount of dye.
  • the present invention relates to a lipophilic solid cosmetic composition
  • a lipophilic solid cosmetic composition comprising by weight:
  • the cosmetic composition of the present invention comprises 0.01-1 wt%, preferably 0.01-0.25 wt% of an acidic dye.
  • the acidic dyes used in the present invention are those which are safe enough to be used in cosmetics, such as D&C Red #28 (Red #104-(1) according to Japanese Ministry of Health and Welfare Regulations; hereinafter "MHW"), D&C Red #6 (Red #201 s according to MHW Regulations), FD&C Yellow #5 (Yellow #4 according to MHW Regulations), and FD&C Yellow #6 (Yellow #5 according to MHW Regulations).
  • Acidic dyes can be included in the cosmetic composition as-is, or as a mixture with fatty acid ester.
  • the cosmetic composition of the present invention comprises 0.01-0.5 wt%, preferably 0.05-0.1 wt% of a water-soluble organic acid having one or more functional groups.
  • water- o soluble organic acids are citric acid, anhydrous citric acid, lactic acid, tartaric acid, and malic acid.
  • acidic dyes are generally known to decolor, the stainability and stability of color over time are improved by combining them with organic acid. Such effects can be seen with a small amount of organic acid, but can be significantly seen when the organic acid is included at a level s of at least 0.5 times weight of the acidic dye.
  • the cosmetic composition of the present invention can further comprise 0.01-2 wt%, preferably 0.01-0.5 wt% of an oil-base dye.
  • the oil-base dyes used in the present invention are those which are safe enough to be used in cosmetics, such as D&C Red #21 (Red #223 according to MHW Regulations), D&C Red #27 (Red #218 according to MHW Regulations), and D&C Orange #5 0 (Orange #201 according to MHW Regulations).
  • an oil- base dye by including an oil- base dye, the same level of stainability can be obtained by using less amount of dye in total as compared to ' that when only acidic dye is included. It is desirable that due is included at the minimum level in view of safety to the skin and product stability. Further, with the combination of dyes, the variety of shades are widened.
  • acidic dyes oil-base dyes can be 5 included in the cosmetic composition as-is, or as a mixture with fatty acid ester. Solvent
  • organic acid can be incorporated to the cosmetic composition by dissolving it into 0.1-5 wt%, preferably 0.5-3 wt%, most preferably 0.7-1.5 wt% to cosmetic composition of a solvent
  • Solvents are selected from the group consisting of water, monohydric 0 alcohol having 1 to 6 carbons, and polyhydric alcohol. Examples of solvents are water, ethanol, isopropanol, glycerin, diglycerin, triglycerin, ethylene glycol diethylene glycol, propylene glycol, dipropylene glycol, 1,3 butylene glycol, and 1,4 butylene glycol.
  • the orgamc acid can be dispersed homogeneously in the cosmetic composition, and thus it is preferable from a process point of view. It is also found that some 5 combinations of dye and solvent improve stability of color. Further, as some polyhydric alcohols have good attachment to the skin, the combination of these with dye improve the stainability.
  • the type of solvent is selected in consideration with solubility with other components in the cosmetic composition, and also with the needs of the desired product.
  • the lipophilic solid cosmetic compositions of the present invention can further comprise the following components as usually included in cosmetic compositions, in addition to those already disclosed herein.
  • the cosmetic compositions of the present invention contain 30-98 wt%, for lipsticks 60-98 wt%, preferably 80-95 wt% lipophilic material, and 0-65 wt%, for lipsticks 0-39wt%, preferably 2-20 wt% pigment.
  • Lipophilic Material for lipsticks 60-98 wt%, preferably 80-95 wt% lipophilic material, and 0-65 wt%, for lipsticks 0-39wt%, preferably 2-20 wt% pigment.
  • the lipophilic material used in the present invention can be selected from the group consisting from solid lipophilic material, liquid oil, oil gelling agent, and mixtures thereof. These components are selected by the one skilled in the art according to the desired cosmetic composition to be made. Preferably, for cosmetic compositions containing more than about 10% pigment such as foundations, eye shadows, and blushers, the mixture of solid lipophilic material, liquid oil, and oil gelling agent is included.
  • the solid lipophilic material act as a solidifying agent in the cosmetic composition. It can assist in the formation of the solid structure of the composition.
  • the solid is a low-melting organic compound or mixture of high molecular weight substances, and is solid or paste at room temperature.
  • the solids can be waxes, hydrocarbons, fatty acids, fatty alcohols, natural fats, or esters, but not limited thereof.
  • Natural, mineral and synthetic waxes can be used herein.
  • natural waxes of animal origin are beeswax, spermaceti, lanolin, shellac wax, or of vegetable origin, such as camauba, candelilla, bay berry, sugarcane wax, and of mineral origin, such as ozokerite, ceresin, montan, paraffin, macrocrystalline, vaseline, petroleum and petrolatum wax.
  • synthetic waxes are polyol ether-esters such as carbowax and hydrocarbon- type waxes, silicone waxes and polyethylene wax. Synthetic triglycerides in wax form such as esters of linear fatty acids are also useful. The most preferred waxes are ozokerite, ceresin, lanolin, microciystalline, camauba, beeswax, and paraffin waxes.
  • the fatty acids used herein can be saturated, unsaturated, linear, or branched.
  • Non-limiting examples are lauric, myristic, palmitic, stearic and behenic acids.
  • Non-limiting examples of fatty alcohols used herein are octyl, decyl, lauryl, myristyl, cetyl, stearyl, and behenyl alcohols.
  • Non-limiting examples of the natural fats useful herein are cocoa butter, palm oil, Japan wax, hydrogenated vegetable oil, hydrogenated castor oil, and cholesterol.
  • esters useful herein are myristyl myristrate, myristyl palmitate, myristyl stearate, cetyl palmitate, cetyl stearate, cetyl lactate, steaiyl lactate, cholesterol stearate, cholesterol oleate, cholesterol palmitate, cholesterol laurate, cholesterol myristate, cholesterol lineolate, and cholesterol ricinoleate.
  • Liquid Oils are myristyl myristrate, myristyl palmitate, myristyl stearate, cetyl palmitate, cetyl stearate, cetyl lactate, steaiyl lactate, cholesterol stearate, cholesterol oleate, cholesterol palmitate, cholesterol laurate, cholesterol myristate, cholesterol lineolate, and cholesterol ricinoleate.
  • liquid oils act as emollients, and imparts tackiness, and drag properties to the cosmetic.
  • Liquid oils are material that freely flow at room temperature. Liquid oils can also be volatile. Said liquid oils can be hydrocarbon oils, natural oils, fatty alcohols, fatty acid esters, and silicone oils, but not limited thereof.
  • Non-limiting examples of the hydrocarbons useful in the present invention are liquid paraffin, squalane, liquid petrolatum, mineral oil, and liquid polybutenes.
  • the natural oils used herein typically are mixtures of saturated and unsaturated fatty acids.
  • Non- limiting examples of natural oils derived from plants include almond oil, olive oil, sesame oil, sa Qower oil, avocado oil, cottonseed oil, jojoba oil, castor bean oil, castor oil, rapeseed oil, soybean oil, palm kernel oil, and coconut oil.
  • Non-limiting examples of natural oils derived from animal sources are mink oil and egg yolk oil.
  • Non-limiting examples of fatty alcohols useful in the present invention are isostearyl alcohol, lanolin alcohol, oleyl alcohol, hexadecyl alcohol, octyldodecanol alcohol, linoleyl alcohol, linolenyl alcohol, and arachidyl alcohol.
  • Fatty acids useful in the present invention can be natural or synthetic, saturated, unsaturated, linear, or branched.
  • Non-limiting examples of fatty acids useful in the present invention are adipic, caprylic, capric, isostearic, linoleic, ricinoleic, oleic, elaidic and erucic acids.
  • Non-limiting examples of the fatty acid esters useful in the present invention are cetyl ricinoleate, cetyl oleate, cetyl octanoate, cetyl acetate, glyc ⁇ ryl trioctanoate, isopropyl lanolate, isopropyl linoleate, isopropyl myristate, isopropyl palmitate, isopropyl oleate, isopropyl stearate, ethyl lactate, ethyl glutamate, ethyl laurate, ethyl linoleate, ethyl methacrylate, ethyl myristate, ethyl palmitate, diisopropyl adipate, octyl dodecyl myristate, octyl palmitate, octyl isopelargonate, octyl dodecyl lactate
  • Non-volatile and volatile, straight, branched, and cyclic silicone oils such as dimethicone, phenyl dimethicones, and cyclomethicones are also useful.
  • Oil Gelling Agents such as dimethicone, phenyl dimethicones, and cyclomethicones are also useful.
  • oil gelling agents are included for gelatinizing or viscosity controlling of the formulation.
  • oil gelling agents useful in the present invention are condensation products of benzaldehydes and polyhydric alcohols having at least 5 bases such as dibenzylidene xylitol, paratribenzylidene sorbitol, metal soaps such as calcium stearate, calcium palmitate, lithium salt of 2 -ethyl hexane, alminium salt of l,2,hydroxystearate, amide, ester, and amide derivatives of N-acylamino acids such as lauroyl glutamate dibutylamide, lauroyl glutamate stearamide, dicaproyl lysine lauroylamide, dicaproyl lysine lauroylamine salt, dicaproyl lysine lauiyl ester, dicaproyl lysine lauroyl phenylalanine laurylamide; dextrine fatty acid
  • Non-limiting examples of pigments useful in the present invention are talc, mica, clay, kaolin, zinc oxide, nylon powder, ultramarine, pearl pigments (bismuth oxychloride, guanine), iron oxide, titanium oxide, titanated mica, calcium carbonate, tar pigments, and other organic pigments.
  • Pigments which are surface treated with silicones and its derivatives, metal soaps, fluorine compounds and its derivatives, lecithin and its derivatives, amino acids and its salts, etc. can also be used.
  • the pigments can also be dispersed in an oily medium such as those disclosed above under liquid oils prior to use in the making process. Pigments can be purchased pre-dispersed in an oily medium like castor oil, or as dry powders which subsequently are dispersed in a chosen medium by the formulator.
  • compositions made by the process of the present invention can optionally contain components in addition to those already disclosed herein, so long as the lipophilic solid cosmetic composition as a whole has a common pH in the range of 4-7.
  • Optional components include antioxidants, preservatives, antiinflammatoiy agents, astringents, pH buffers, perfumes, ultraviolet and infrared screening agents, nonionic surfactants such as fatty acid esters and polyoxyalkylene fatty acid esters, amphoteric and anionic surfactants such as lecithins and phosphates, vitamins, and skin conditioning agents.
  • Antioxidants and preservatives can be, and usually will be formulated in the composition of the present invention to make products attractive to the consumer.
  • Useful antioxidants and preservatives are tocopherol, dibutylhydroxy toluene, methylparaben, and propylparaben. These components are typically present at levels not more than 1 % respectively.
  • Useful skin conditioning agents are beta-glycyrrhetic acid and its derivatives, vegetation extracts, allantoin, collagen, and extract and treated elastin fibers.
  • compositions of the present invention are not intended to be limiting thereof. All percentages and ratios are based on weight unless otherwise specified.
  • Red pigment (Red #202 according to MHW Regulation)
  • Red pigment (Red #201 according to MHW Regulation)
  • Yellow pigment (Yellow #4 Aluminum lake according to MHW Regulation)
  • the lipsticks as shown as Examples 1-3 in Table 1 can be prepared by a suitable process to one skilled in the art. As a preferred process, the following can be used. Acidic dye, oil-base dye, and pigment are mixed with a certain amount of castor oil respectively. Anhydrous citric acid is dissolved in the solvent to make a 5% solution. The dye mixture, pigment mixture, and organic acid solution thus obtained are mixed with the other components which had been melted and dissolved at 100-120°C. The finally obtained mixture is poured into a mold to obtain a stick-type lipstick.

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  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Cosmetics (AREA)

Abstract

A lipophilic solid cosmetic composition comprising 0.01-1 wt. % acidic dye and 0.01-0.5 wt. % water soluble organic acid having one or more functional groups. The cosmetic composition provides good stainability, long-lasting effect, and good color stability. In one preferred embodiment of the present invention, the composition further comprises an oil-base dye. In another preferred embodiment of the present invention, the water soluble organic acid is introduced into the composition as a solution of a solvent.

Description

LIPOPHILIC SOLID COSMETIC COMPOSITION COMPRISING ACIDIC DYE
[TECHNICAL FIELD] The present invention relates to a lipophilic solid cosmetic composition having good stainability, long-lasting effect, and good color stability, for example, cosmetic compositions suitable for lipsticks, eye shadows, blushers, and foundations.
[CONVENTIONAL TECHNOLOGY] Coloring agents such as pigments and dyes are used in lipophilic solid cosmetic compositions mainly used for the purpose of make-up; for example, lipsticks, eye shadows, blushers, and foundations; in order to provide color to the skin. The coloring agents used here should not only provide an alluring color, but also meet general characteristics required for making a cosmetic composition. Namely, such characteristics are; homogeneity in appearance, good stainability upon application, and long-lasting effect with stable color after application.
GB Patent 1,173,743 discloses that it is useful to contain a oil-insoluble dye or a combination of oil-insoluble dye and oil-soluble dye in a cosmetic.
Further, lipsticks and lipophilic cosmetics containing the combination of oil-base dye or the combination of oil-base dye and acidic dye is disclosed in the art. JP Laid-open patent S63-11940S discloses a transparent solid cosmetic having good transparency, stability in appearance, and superior usage and dye solubility characterized in comprising 12-hydroxystearic acid, polyhydric alcohol ester of rosin, and a partial ester of polyhydric alcohol and branched fatty acid, or ester of polyhydric alcohol and unsaturated fatty acid. JP Laid-open patent Hl-90110 discloses a transparent solid cosmetic having good transparency, stability in appearance, and superior usage and dye solubility characterized in comprising polyamide resin, pentaerythritot rosin ester, and a partial ester of polyglycerin and branched fatty acid, or an ester of polyglycerin and unsaturated fatty acid. JP Laid-open patent Hl-287011 discloses an emulsified lipstick having a brilliant color comprising water-soluble mineral clay, water, and fluorescent-type dye.
JP Laid-open patent H3-86808 discloses a lipstick having superior utility characteristic such as good coming out of color, spreadability, attachment, long-lasting effect, and good appearance as well as stability, comprising 13-21% solid hydrocarbon, 15-60% ester compound made of oxy acid and fatty alcohol, 20-65% liquid or paste-type hydrocarbon, and oil-base dye. JP Laid-open patent H3-90013 discloses a lipstick having superior utility characteristic such as good coming out of color, spreadability, attachment, long-lasting effect, and good appearance as s well as stability, comprising 13-21% solid hydrocarbon, 15-60% ester compound made of polyhydric alcohol and fatty alcohol, 20-65% liquid or paste-type hydrocarbon, and oil-base dye. JP Laid-open patent H3-236307 discloses a lipophilic cosmetic which does not sweat, and has a high chroma color characterized in comprising 0.01-30 wt% of a gamma-alumina having a certain relative surface area, and 0.01-10 wt% oil-base dye. o However, acidic dyes tend to decolor as it is exposed to humidity in the atmosphere, which causes changing of coloring itself. It is not preferable for a make-up cosmetic such as lipstick to decolor. Thus, conventionally, lipophilic cosmetics including acidic dye such as lipsticks tended to be used for dark shades, for decoloring of such shades would not be so obvious. Here, by comprising an acidic dye with water-soluble organic acid, a lipophilic solid cosmetic s composition having good stainability, long-lasting effect, and good color stability, namely, less decoloring over time, was obtained.
Meanwhile, it is desirable to provide the best coloring effects with small amount of dye in consideration of safety. Dyes are also generally known to be difficult to homogeneously include in lipophilic solid cosmetic compositions because of its tendency to separate from the other 0 lipophilic components, and thus, are desired to be included at its minimum.
Here, by further comprising an oil-base dye, a lipophilic solid cosmetic composition having good stainability, long-lasting effect, and good color stability, and further with improved homogeneity of appearance was obtained over a wide range of shades with a small total amount of dye.
5 [OBJECT OF THE INVENTION]
It is an object of the present invention to provide a lipophilic solid cosmetic composition having good stainability, long-lasting effect, and good color stability.
It is also an object of the present invention to provide a lipophilic solid cosmetic composition having the same effects as said with a small amount of dye. o It is also an object of the present invention to provide a lipophilic solid cosmetic composition having improved homogeneity of appearance over a wide range of shades.
PETAJX DESCRIPΗON OF THE INVENΗON]
The present invention relates to a lipophilic solid cosmetic composition comprising by weight:
(a) 0.01-1% acidic dye; and (b) 0.01-0.5% water soluble organic acid having one or more 5 functional groups; and further, preferably 0.01-2% oil-base dye.
Dye and Organic Acid The cosmetic composition of the present invention comprises 0.01-1 wt%, preferably 0.01-0.25 wt% of an acidic dye. The acidic dyes used in the present invention are those which are safe enough to be used in cosmetics, such as D&C Red #28 (Red #104-(1) according to Japanese Ministry of Health and Welfare Regulations; hereinafter "MHW"), D&C Red #6 (Red #201 s according to MHW Regulations), FD&C Yellow #5 (Yellow #4 according to MHW Regulations), and FD&C Yellow #6 (Yellow #5 according to MHW Regulations). Acidic dyes can be included in the cosmetic composition as-is, or as a mixture with fatty acid ester. The cosmetic composition of the present invention comprises 0.01-0.5 wt%, preferably 0.05-0.1 wt% of a water-soluble organic acid having one or more functional groups. Examples of water- o soluble organic acids are citric acid, anhydrous citric acid, lactic acid, tartaric acid, and malic acid.
Although acidic dyes are generally known to decolor, the stainability and stability of color over time are improved by combining them with organic acid. Such effects can be seen with a small amount of organic acid, but can be significantly seen when the organic acid is included at a level s of at least 0.5 times weight of the acidic dye.
The cosmetic composition of the present invention can further comprise 0.01-2 wt%, preferably 0.01-0.5 wt% of an oil-base dye. The oil-base dyes used in the present invention are those which are safe enough to be used in cosmetics, such as D&C Red #21 (Red #223 according to MHW Regulations), D&C Red #27 (Red #218 according to MHW Regulations), and D&C Orange #5 0 (Orange #201 according to MHW Regulations). In the present invention, by including an oil- base dye, the same level of stainability can be obtained by using less amount of dye in total as compared to' that when only acidic dye is included. It is desirable that due is included at the minimum level in view of safety to the skin and product stability. Further, with the combination of dyes, the variety of shades are widened. As was the case for acidic dyes, oil-base dyes can be 5 included in the cosmetic composition as-is, or as a mixture with fatty acid ester. Solvent
In the present invention, organic acid can be incorporated to the cosmetic composition by dissolving it into 0.1-5 wt%, preferably 0.5-3 wt%, most preferably 0.7-1.5 wt% to cosmetic composition of a solvent Solvents are selected from the group consisting of water, monohydric 0 alcohol having 1 to 6 carbons, and polyhydric alcohol. Examples of solvents are water, ethanol, isopropanol, glycerin, diglycerin, triglycerin, ethylene glycol diethylene glycol, propylene glycol, dipropylene glycol, 1,3 butylene glycol, and 1,4 butylene glycol. By incorporating the organic acid as a solution of solvent, the orgamc acid can be dispersed homogeneously in the cosmetic composition, and thus it is preferable from a process point of view. It is also found that some 5 combinations of dye and solvent improve stability of color. Further, as some polyhydric alcohols have good attachment to the skin, the combination of these with dye improve the stainability. The type of solvent is selected in consideration with solubility with other components in the cosmetic composition, and also with the needs of the desired product. Optional Components
The lipophilic solid cosmetic compositions of the present invention can further comprise the following components as usually included in cosmetic compositions, in addition to those already disclosed herein.
Typically, the cosmetic compositions of the present invention contain 30-98 wt%, for lipsticks 60-98 wt%, preferably 80-95 wt% lipophilic material, and 0-65 wt%, for lipsticks 0-39wt%, preferably 2-20 wt% pigment. Lipophilic Material
The lipophilic material used in the present invention can be selected from the group consisting from solid lipophilic material, liquid oil, oil gelling agent, and mixtures thereof. These components are selected by the one skilled in the art according to the desired cosmetic composition to be made. Preferably, for cosmetic compositions containing more than about 10% pigment such as foundations, eye shadows, and blushers, the mixture of solid lipophilic material, liquid oil, and oil gelling agent is included. Solid Lipophilic Material
The solid lipophilic material act as a solidifying agent in the cosmetic composition. It can assist in the formation of the solid structure of the composition. The solid is a low-melting organic compound or mixture of high molecular weight substances, and is solid or paste at room temperature. The solids can be waxes, hydrocarbons, fatty acids, fatty alcohols, natural fats, or esters, but not limited thereof.
Natural, mineral and synthetic waxes can be used herein. Non-limiting examples of natural waxes of animal origin are beeswax, spermaceti, lanolin, shellac wax, or of vegetable origin, such as camauba, candelilla, bay berry, sugarcane wax, and of mineral origin, such as ozokerite, ceresin, montan, paraffin, macrocrystalline, vaseline, petroleum and petrolatum wax. Non- limiting examples of synthetic waxes are polyol ether-esters such as carbowax and hydrocarbon- type waxes, silicone waxes and polyethylene wax. Synthetic triglycerides in wax form such as esters of linear fatty acids are also useful. The most preferred waxes are ozokerite, ceresin, lanolin, microciystalline, camauba, beeswax, and paraffin waxes.
The fatty acids used herein can be saturated, unsaturated, linear, or branched. Non-limiting examples are lauric, myristic, palmitic, stearic and behenic acids.
Non-limiting examples of fatty alcohols used herein are octyl, decyl, lauryl, myristyl, cetyl, stearyl, and behenyl alcohols. Non-limiting examples of the natural fats useful herein are cocoa butter, palm oil, Japan wax, hydrogenated vegetable oil, hydrogenated castor oil, and cholesterol. Non-limiting examples of the esters useful herein are myristyl myristrate, myristyl palmitate, myristyl stearate, cetyl palmitate, cetyl stearate, cetyl lactate, steaiyl lactate, cholesterol stearate, cholesterol oleate, cholesterol palmitate, cholesterol laurate, cholesterol myristate, cholesterol lineolate, and cholesterol ricinoleate. Liquid Oils
The liquid oils act as emollients, and imparts tackiness, and drag properties to the cosmetic. Liquid oils are material that freely flow at room temperature. Liquid oils can also be volatile. Said liquid oils can be hydrocarbon oils, natural oils, fatty alcohols, fatty acid esters, and silicone oils, but not limited thereof. Non-limiting examples of the hydrocarbons useful in the present invention are liquid paraffin, squalane, liquid petrolatum, mineral oil, and liquid polybutenes.
The natural oils used herein typically are mixtures of saturated and unsaturated fatty acids. Non- limiting examples of natural oils derived from plants include almond oil, olive oil, sesame oil, sa Qower oil, avocado oil, cottonseed oil, jojoba oil, castor bean oil, castor oil, rapeseed oil, soybean oil, palm kernel oil, and coconut oil. Non-limiting examples of natural oils derived from animal sources are mink oil and egg yolk oil.
Non-limiting examples of fatty alcohols useful in the present invention are isostearyl alcohol, lanolin alcohol, oleyl alcohol, hexadecyl alcohol, octyldodecanol alcohol, linoleyl alcohol, linolenyl alcohol, and arachidyl alcohol. Fatty acids useful in the present invention can be natural or synthetic, saturated, unsaturated, linear, or branched. Non-limiting examples of fatty acids useful in the present invention are adipic, caprylic, capric, isostearic, linoleic, ricinoleic, oleic, elaidic and erucic acids. Non-limiting examples of the fatty acid esters useful in the present invention are cetyl ricinoleate, cetyl oleate, cetyl octanoate, cetyl acetate, glycεryl trioctanoate, isopropyl lanolate, isopropyl linoleate, isopropyl myristate, isopropyl palmitate, isopropyl oleate, isopropyl stearate, ethyl lactate, ethyl glutamate, ethyl laurate, ethyl linoleate, ethyl methacrylate, ethyl myristate, ethyl palmitate, diisopropyl adipate, octyl dodecyl myristate, octyl palmitate, octyl isopelargonate, octyl dodecyl lactate, tridecyl isononanoate, isotridecyl isononanoate, hexadecyl stearate, oleyl oleate, isononyl isononanoate, isostearyl myristate, dipenta-eiythrytol ester, neopentyl glycol dioctanoate, and di(capryl/capric acid) propylene glycol. Other suitable esters include triglycerides such as caprylic triglycerides, capric triglyceride, isostearic triglyceride, adipic triglyceride.
Non-volatile and volatile, straight, branched, and cyclic silicone oils such as dimethicone, phenyl dimethicones, and cyclomethicones are also useful. Oil Gelling Agents
The oil gelling agents are included for gelatinizing or viscosity controlling of the formulation. Non-limiting examples of oil gelling agents useful in the present invention are condensation products of benzaldehydes and polyhydric alcohols having at least 5 bases such as dibenzylidene xylitol, paratribenzylidene sorbitol, metal soaps such as calcium stearate, calcium palmitate, lithium salt of 2 -ethyl hexane, alminium salt of l,2,hydroxystearate, amide, ester, and amide derivatives of N-acylamino acids such as lauroyl glutamate dibutylamide, lauroyl glutamate stearamide, dicaproyl lysine lauroylamide, dicaproyl lysine lauroylamine salt, dicaproyl lysine lauiyl ester, dicaproyl lysine lauroyl phenylalanine laurylamide; dextrine fatty acid esters, and 1,2-hydroxystearic acid. Pigments Non-limiting examples of pigments useful in the present invention are talc, mica, clay, kaolin, zinc oxide, nylon powder, ultramarine, pearl pigments (bismuth oxychloride, guanine), iron oxide, titanium oxide, titanated mica, calcium carbonate, tar pigments, and other organic pigments. Pigments which are surface treated with silicones and its derivatives, metal soaps, fluorine compounds and its derivatives, lecithin and its derivatives, amino acids and its salts, etc. can also be used. The pigments can also be dispersed in an oily medium such as those disclosed above under liquid oils prior to use in the making process. Pigments can be purchased pre-dispersed in an oily medium like castor oil, or as dry powders which subsequently are dispersed in a chosen medium by the formulator.
Other Optional Components
The compositions made by the process of the present invention can optionally contain components in addition to those already disclosed herein, so long as the lipophilic solid cosmetic composition as a whole has a common pH in the range of 4-7. Optional components include antioxidants, preservatives, antiinflammatoiy agents, astringents, pH buffers, perfumes, ultraviolet and infrared screening agents, nonionic surfactants such as fatty acid esters and polyoxyalkylene fatty acid esters, amphoteric and anionic surfactants such as lecithins and phosphates, vitamins, and skin conditioning agents.
Antioxidants and preservatives can be, and usually will be formulated in the composition of the present invention to make products attractive to the consumer. Useful antioxidants and preservatives are tocopherol, dibutylhydroxy toluene, methylparaben, and propylparaben. These components are typically present at levels not more than 1 % respectively.
Useful skin conditioning agents are beta-glycyrrhetic acid and its derivatives, vegetation extracts, allantoin, collagen, and extract and treated elastin fibers.
[EXAMPLES]
The following examples illustrate the compositions of the present invention, but are not intended to be limiting thereof. All percentages and ratios are based on weight unless otherwise specified.
Table 1
Amount (%)
Component
Example 1 Example 2 Example 3
D&C Red #28 (Red #104-(1) according to MHW Regulations)
Anhydrous citric acid
D&C Red #27 (Red #218 according to MHW Regulations) butylene glycol _ _
Ethyl alcohol - _
Distilled water _ .
Ceresin
Microcrystalline wax
Candelilla wax
Paraffin wax
Castor oil
Liquid Paraffin
Purified lanolin
Liquid lanolin
Glyccryl trioctanoate
Red pigment (Red #202 according to MHW Regulation)
Red pigment (Red #201 according to MHW Regulation)
Yellow pigment (Yellow #4 Aluminum lake according to MHW Regulation)
Titanium oxide
Iron oxide
Total The lipsticks as shown as Examples 1-3 in Table 1 can be prepared by a suitable process to one skilled in the art. As a preferred process, the following can be used. Acidic dye, oil-base dye, and pigment are mixed with a certain amount of castor oil respectively. Anhydrous citric acid is dissolved in the solvent to make a 5% solution. The dye mixture, pigment mixture, and organic acid solution thus obtained are mixed with the other components which had been melted and dissolved at 100-120°C. The finally obtained mixture is poured into a mold to obtain a stick-type lipstick.

Claims

WHAT IS CLAIMED IS :
1. A lipophilic solid cosmetic composition comprising by weight: a) 0.01-1% acidic dye; and b) 0.01-0.5% water soluble organic acid having one or more functional groups.
2. The lipophilic solid cosmetic composition according to Claim 1 further comprising by weight 0.01-2% oil-base dye.
3. The lipophilic solid cosmetic composition according to Claim 1 or 2 wherein said water soluble organic acid is selected from the group consisting of citric acid, anhydrous citric acid, lactic acid, tartaric acid, malic acid, and mixtures thereof.
4. The lipophilic solid cosmetic composition according to Claim 1 , 2, or 3 wherein said water soluble organic acid is included at a level of at least 0.5 times weight of said acidic dye.
5. The lipophilic solid cosmetic composition according to Claim 1 , 2, 3, or 4 wherein said water soluble organic acid is introduced into the composition as a solution of 0.1-5% by weight to composition of a solvent, wherein said solvent is selected from the group consisting of water, monohydric alcohol of 1 to 6 carbons, polyhydric alcohols, and mixtures thereof.
6. A lipstick composition comprising by weight: a) 0.01-1% acidic dye; b) 0.01-0.5% water soluble organic acid having one or more functional groups; c) 0.01-2% oil-base dye; d) 0.1-5% solvent; e) 60-98% lipophilic material; and f) 0-39% pigment; wherein said water soluble organic acid is introduced into the composition as a solution of said solvent.
EP95905358A 1993-12-24 1994-12-15 Lipophilic solid cosmetic composition comprising acidic dye Withdrawn EP0742710A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP5328024A JP2831552B2 (en) 1993-12-24 1993-12-24 Oily solid cosmetics containing acid dyes
JP328024/93 1993-12-24
PCT/US1994/014288 WO1995017884A1 (en) 1993-12-24 1994-12-15 Lipophilic solid cosmetic composition comprising acidic dye

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EP0742710A1 true EP0742710A1 (en) 1996-11-20

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AU (1) AU699995B2 (en)
CA (1) CA2179279A1 (en)
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WO (1) WO1995017884A1 (en)

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FR2735688B1 (en) * 1995-06-26 1997-08-14 Oreal USE IN COMBINATION OF AN ALPHA-HYDROXYACID AND A TITANIUM OXIDE FOR SKIN WHITENING
US20030161851A1 (en) * 2002-02-14 2003-08-28 Bonne Bell, Inc. Cosmetic lip product with sour flavor
JP4643366B2 (en) * 2005-06-06 2011-03-02 株式会社資生堂 Oily solid cosmetic
JP5944290B2 (en) * 2012-09-26 2016-07-05 株式会社マンダム Compositions and cosmetics in which fading is prevented
WO2016117640A1 (en) * 2015-01-21 2016-07-28 株式会社 資生堂 Makeup cosmetic
JP6034986B2 (en) * 2015-01-21 2016-11-30 株式会社 資生堂 Makeup cosmetics
JP6153275B1 (en) 2016-04-28 2017-06-28 高級アルコール工業株式会社 Cosmetics
JP6921504B2 (en) * 2016-11-21 2021-08-18 ロレアル Solid cosmetic composition for use in make-up
JP7209179B2 (en) * 2018-12-05 2023-01-20 日本メナード化粧品株式会社 Method for dissolving oil-soluble dye and oil-soluble dye solution

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JPS6037087B2 (en) * 1978-09-28 1985-08-24 花王株式会社 cosmetics
FR2480770A1 (en) * 1980-04-18 1981-10-23 Oreal PROCESS FOR PREPARATION OF SALTS OF ACID COLORANTS, AND OF COPOLYMERS CARRYING TERTIARY AMINE FUNCTIONS, SALTS OBTAINED AND MAKE-UP COSMETIC COMPOSITIONS CONTAINING THEM
JPH0234669A (en) * 1988-07-22 1990-02-05 Kao Corp Dye-containing nacreous pigment and cosmetic containing same
DE69111852D1 (en) * 1990-03-07 1995-09-14 Kao Corp Platelet-shaped barium sulfate and cosmetic composition.

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Publication number Publication date
CN1138293A (en) 1996-12-18
WO1995017884A1 (en) 1995-07-06
JP2831552B2 (en) 1998-12-02
JPH07206635A (en) 1995-08-08
CA2179279A1 (en) 1995-07-06
AU1400695A (en) 1995-07-17
CN1113642C (en) 2003-07-09
CZ174996A3 (en) 1997-01-15
AU699995B2 (en) 1998-12-17

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