CA2868015A1 - Gelling agent for use in cosmetic compositions - Google Patents

Gelling agent for use in cosmetic compositions Download PDF

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Publication number
CA2868015A1
CA2868015A1 CA2868015A CA2868015A CA2868015A1 CA 2868015 A1 CA2868015 A1 CA 2868015A1 CA 2868015 A CA2868015 A CA 2868015A CA 2868015 A CA2868015 A CA 2868015A CA 2868015 A1 CA2868015 A1 CA 2868015A1
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Prior art keywords
composition
oil
gelling agent
clear
methyl
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CA2868015A
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French (fr)
Inventor
Wei Yu
Vijay Kumar Joshi
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Revlon Consumer Products LLC
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Revlon Consumer Products LLC
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

The present invention is directed to a clear gel cosmetic composition comprising a bis-urea gelling agent and an at least one oil, wherein the oil and gelling agent are in a ratio of about 2 to about 16, useful in the production of antiperspirant/deodorant and lip products. The composition is highly wearable, transfer-resistant and has excellent long wearing properties.

Description

= CA 02868015 2014-07-29 GELLING AGENT FOR USE IN COSMETIC COMPOSITIONS
FIELD OF THE INVENTION
100011 The present invention generally relates to a novel composition which is highly wearable transfer-resistant with excellent long wearing properties which, until now, could only be achieved through the use of traditional gelling agents, such as, natural and synthetic waxes. Moreover, the present invention relates to a composition that is easily and uniformly deposited and spread onto a keratinous substrate, having a unique texture and feel.
BACKGROUND OF THE INVENTION
100021 Many compositions, especially cosmetic compositions, have been developed for easy and comfortable application onto a targeted substrate. Unfortunately, many of these compositions are in fact difficult to apply and do not possess a smooth feel upon application. Moreover, compositions often times have the undesirable characteristics of stickiness, poor flexibility, and hardness (too soft or too hard). In addition traditional gelling agents do not provide a clear base which is desirable for cosmetic compositions.
The undesirable characteristics and lack of clarity can be linked to the use of traditional gelling agents.
100031 Therefore, it is an object of the present invention to provide a composition capable of possessing a unique creamy texture and feel, having exceptional application properties, even in solid form, while at the same time being long wearing and transfer resistant without having to use traditional gelling agents, and which can serve as a stable clear base/matrix for the incorporation of various types of ingredients.
[0004] Cosmetic compositions have been formulated substituting polyamides for natural or synthetic waxes but this substitution does not yield the unique creamy texture and feel, or a clear base, having exceptional application properties sought in a cosmetic composition.
100051 It is the object of this invention to provide a stable clear base/matrix that provides the unique creamy texture and feel and having exceptional application properties using a minimum amount of ingredients.
SUBSTITUTE SHEET (RULE 26)
2 BRIEF SUMMARY OF THE INNVENTION
[0006] In an embodiment the present invention is directed to a composition comprising a gelling agent and an at least one oil, wherein the oil and gelling agent are in a ratio of about 2 to about 16. The best oil to gelling agent ratio is about 4 to about 10.
100071 In another embodiment the gelling agent(s) is a compound having a structure of (I):

VN

0 (I) R2, R3, R4, R5, which are the same or different are selected from a hydrogen, a C1 ¨ C24 alkyl group;
X is selected from a heteroatom, C2 to C24 alkyl;
R1 and R6 which are the same or different are selected from a hydrogen, a C1 ¨
C24 alkyl group, a heteroatom.
[0008] In an embodiment the preferred gelling agent is 111 -Methyl-2-(1 -methyl-2-tridecyloxy-ethoxy)-ethyl]-3-(6-{341 -methyl-2-(1-methyl-2-tridecyloxy-ethoxy)-ethyl]-ureido}-hexyl)-urea.
[0009] In an embodiment the above-identified gelling agent is present in a concentration of about 6 to 14 weight percent of the composition [0010] In an embodiment the preferred composition of the present invention is a cosmetic composition. In another embodiment the composition can be anhydrous or an emulsion. When the composition is an emulsion the water phase and oil phase have a matched refractive index. The composition has a base comprised of a combination of gelling agent and oil. Additional ingredients can be added to the base and include for example, at least one additive chosen from an antioxidant, a filler, a film-former, a preserving agent, a fragrance, a neutralizing agent, a thickener, a cosmetic composition active agent, an emollient, a solvent, a pigment, a dye, or a stain and mixtures thereof.
SUBSTITUTE SHEET (RULE 26) = CA 02868015 2014-07-29
3 [0011] In an embodiment the combination of the oil and gelling agent forms a clear gel which is used as a base composition to which other ingredients are added. The composition can take the form of a stick, for example, a lipstick. The stick can be a uniform color or can have a pigmented core surrounded by a clear shell.
[0012] In an embodiment the composition using the oil and gelling agents disclosed herein has a flexibility of > about 30%, a stickiness of < about -10 grams, and a hardness of < about 100 grams.
DETAILED DESCRIPTION OF THE DRAWINGS
[0013] Figure 1 compares hardness of the gelling agent and oil combination found in Example 1 and Example 2. The points on the line are the various ratios of oil/gallant.
The y axis is the hardness value.
[0014] Figure 2 compares stickiness of the gelling agent and oil combination found in Example 1 and Example 2. The points on the line are the various ratios of oil/gallant.
The y axis is the stickiness value.
DETAILED DESCRIPTION OF THE INVENTION
[0015] The present invention is directed to a composition comprising a gelling agent and an at least one oil, wherein the oil and gelling agent are in a ratio of about 2 to about 16.
The best oil to gelling agent ratio is about 4 to about 10.
[0016] The terms used in this specification generally have their ordinary meanings in the art, within the context of the invention, and in the specific context where each term is used. Certain terms are discussed below, or elsewhere in the specification, to provide additional guidance to the practitioner in describing the compounds, compositions, and methods of the invention and how to make and use them. Moreover, it will be appreciated that the same thing can be said in more than one way.
Consequently, alternative language and synonyms may be used for any one or more of the terms discussed herein, nor is any special significance to be placed upon whether or not a term is elaborated or discussed herein. The use of examples anywhere in this specification, including examples of any terms discussed herein, is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term.
Likewise, the invention is not limited to the examples presented.
100171 As used herein, "about" or "approximately" shall generally mean within percent, preferably within 10 percent, and more preferably within 5 percent of a given SUBSTITUTE SHEET (RULE 26)
4 value or range. Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term "about".
[0018] "Film former" or "film forming agent" or "film forming resin" as used herein means a polymer which, after dissolution in at least one solvent (such as, for example, water and organic solvents), leaves a film on the substrate to which it is applied, for example, once the at least one solvent evaporates, absorbs and/or dissipates on the substrate.
10019] "Keratinous substrates", as used herein, include but are not limited to, skin, hair and nails.
[0020] As used herein, the term ratio is used to express the relationship in quantity or amount of the oil and gelling agent.
[0021] As used herein, the term anhydrous means a composition has little or no water.
An anhydrous composition is a composition having <1% water.
[0022] As used herein, the expression "at least one" means one or more and thus includes individual components as well as mixtures/combinations.
[0023] "Long wear" compositions as used herein, refers to compositions where color remains the same or substantially the same as at the time of application, as viewed by the naked eye, after an extended period of time. Long wear properties may be evaluated by any method known in the art for evaluating such properties. For example, long wear may be evaluated by a test involving the application of a composition to human hair, skin or lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately following application to hair, skin or lips and these characteristics may then be re-evaluated and compared after a certain amount of time. Further. these characteristics may be evaluated with respect to other compositions, such as commercially available compositions.
[0024] "Transfer resistance" or resistance as used herein refers to the quality exhibited by compositions that are not readily removed by contact with another material, such as, for example, a glass, an item of clothing or the skin, for example, when eating or drinking. Transfer resistance may be evaluated by any method known in the art for evaluating such. For example, transfer resistance of a composition may be evaluated by a "kiss" test. The "kiss" test may involve application of the composition to human keratin material such as hair, skin or lips followed by rubbing a material, for example, a sheet of SUBSTITUTE SHEET (RULE 26) paper, against the hair, skin or lips after expiration of a certain amount of time following application, such as 2 minutes after application. Similarly, transfer resistance of a composition may be evaluated by the amount of product transferred from a wearer to any other substrate, such as transfer from the hair, skin or lips of an individual to a collar when putting on clothing after the expiration of a certain amount of time following application of the composition to the hair, skin or lips. The amount of composition transferred to the substrate (e.g., collar, or paper) may then be evaluated and compared.
For example, a composition may be transfer resistant if a majority of the product is left on the wearer's hair, skin or lips. Further, the amount transferred may be compared with that transferred by other compositions, such as commercially available compositions. In a preferred embodiment of the present invention, little or no composition is transferred to the substrate from the hair, skin or lips.
[0025] In one embodiment, the composition may also comprise at least one coloring agent chosen from pigments and dyes or a combination of pigments and dyes. As used herein, pigments refer to colored solid particles at 25 C. that are not soluble in the liquid fatty phase. Pigments may include nacreous pigments (i.e., nacres), and pearling agents.
[0026] The at least one coloring agent may be chosen, for example, in order to obtain make-up compositions which give good coverage, in other words, which do not leave a significant amount of the at least one keratin material to which it is applied showing through. The coloring agent may also reduce the sticky feel of the compositions.
[0027] Representative oil soluble dyes which may be used include, but are not limited to, Sudan red, DC Red 17, DC Green 6, 13-carotene, soybean oil, Sudan brown, DC
Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow and natural oil soluble dyes. The liposolubie dyes, when present, may have a concentration ranging up to 20%
by weight of the total weight of the composition, such as from 0.01% to 6%.
[0028] Representative water soluble dyes which may be used include, but are not limited to DC red 33, red 22, red 28, blue 1, yellow 5, yellow 6, red 40, yellow 10, green 3, green
5, green 8 and natural water soluble dyes. The water soluble dyes, when present, may have a concentration ranging up to 20% by weight of the total weight of the composition, such as from 0.01% to 6%.
[0029] In one aspect, the pigments may be chosen from white, colored, mineral, organic, coated and uncoated pigments. Representative examples of mineral pigments include, SUBSTITUTE SHEET (RULE 26)
6 but are not limited to, titanium dioxide, which may be optionally surface-treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate and ferric blue. Representative examples of organic pigments include, but are not limited to, carbon black, pigments of D
& C type, and lakes based on cochineal carmine, barium, strontium, calcium and aluminum.
If present, the pigments may have a concentration ranging up to 40% by weight of the total weight of the composition, and for example from 1% to 35%, and further such as from 2% to 25%. In one embodiment comprising a face powder product, the pigments, including nacreous pigments, may, for example, represent up to 50% by weight of the composition.
[0030] In one aspect, the nacreous pigments (or nacres) may be chosen from white nacreous pigments such as mica coated with titanium or with bismuth oxychloride;
colored nacreous pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, and titanium mica with an organic pigment chosen from those mentioned above; and nacreous pigments based on bismuth oxychloride. The nacres, if present, may have a concentration ranging up to 30% by weight of the total weight of the composition, such as from 0.1% to 20%. silicone chain, and wherein the groups each comprise from 2 to 24 carbon atoms; phenylsilicones such as phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes and 2-phenylethyl trimethylsiloxysilicates; hydrocarbons chosen from linear and branched, volatile and non-volatile hydrocarbons of synthetic and mineral origin, such as volatile liquid paraffins (such as isoparaffins and isododecane) or non-volatile liquid paraffins and derivatives thereof; and liquid petrolatum, liquid lanolin, polydecenes, hydrogenated polyisobutene such as hydrogenated polybutene, e.g., PARLEAM from Nippon Oil Fats and squalane.
[00311 in one embodiment, the cosmetic composition is non-tinted, e.g., in a form of a clear lipstick or antiperspirant/deodorant. In another embodiment, the cosmetic composition is tinted and comprises a coloring agent chosen from pigments and dyes.
[00321 As used herein, pigments refer to colored solid particles at 25 C.
that are not soluble in the liquid fatty phase. Pigments may include nacreous pigments (i.e., nacres), and pearling agents.
[0033] Representative oil soluble dyes which may be used include, but are not limited to, Sudan red, DC Red 17, DC Green 6, 13-carotene, soybean oil, Sudan brown, DC
Yellow SUBSTITUTE SHEET (RULE 26) = CA 02868015 2014-07-29
7 11 , DC Violet 2, DC Orange 5, annatto, and quinoline yellow and natural oil soluble dyes. The liposoluble dyes, when present, may have a concentration ranging up to 20%
by weight of the total weight of the composition, such as from 0.01% to 6%.
100341 Representative water soluble dyes which may be used include, but are not limited to DC red 33, red 22, red 28, blue 1, yellow 5, yellow 6, red 40, yellow 10, green 3, green 5, green 8 and natural water soluble dyes. The water soluble dyes, when present, may have a concentration ranging up to 20% by weight of the total weight of the composition, such as from 0.01% to 6%.
[0035] For the purposes of the present invention, the use of the term "cosmetic composition" is understood to mean a composition suitable for application to the human body. A cosmetic composition is typically applied to the body for beautifying, cleansing, moisturizing or otherwise treating the external surface of the body, including by cleansing, coloring, conditioning, or protecting the external surface of the body part such as, for example, the skin, nails, lips, or hair. Examples of cosmetic compositions in which the present compounds can be used include a mascara, lipstick, lip-gloss, lip-balm, and antiperspirant/deodorant.
[0036] For purposes of this invention a gelling agent is limited to compounds having the following structure (I):

N N,Vo R6 .71 X
R, R5 100371 R2, R3 R4, R5, which are the same or different are selected from a hydrogen, a C1 ¨ C4 alkyl group;
[0038] X, is selected from a heteroatom, C 2to C24 alkyl;
[0039] R1 and R6 which are the same or different are selected from a hydrogen, a C1 ¨
C24 alkyl group, a heteroatom.
SUBSTITUTE SHEET (RULE 26) = CA 02868015 2014-07-29
8 100401 An example of a gelling agent includes but is not limited to 141 -Methyl-2-(1-methyl-2-tridecyloxy-ethoxy)-ethyl]-3-(6-{341-methyl-2-(1-methyl-2-tridecyloxy-ethoxy)-ethyll-ureido}-nexyl)-urea which is known as MTN .
100411 The term "alkyr refers to the radical of saturated aliphatic groups, including straight-chain alkyl groups, branched-chain alkyl groups, cycloalkyl (alicyclic) groups, alkyl substituted cycloalkyl groups, and cycloalkyl substituted alkyl groups.
In an embodiment, a straight chain or branched chain alkyl has 24 or fewer carbon atoms in its backbone. The term "alkyl" can be used alone or as part of a chemical name as in for example, "trialkylorthoformate". The alkyl portion of the alkyl, alkoxy, alkanoyloxy, alkoxymethyl, aikanoyloxymethyl, alkylsulphinyl, alkylsulphonyl, alkylsulfonamido, carboalkoxy, carboalkyl, alkanoylamino aminoalkyl, allrylaminoalkyl, N,N-dicycloalkylaminoalkyl, hydroxyalkyl, and alkoxyalkyl substituents include both straight chain as well as branched carbon chains. Moreover, the term "alkyl" as used throughout the specification and claims is intended to include both ''unsubstituted alkyls" and "substituted alkyls", the latter of which refers to alkyl moieties having substituents replacing a hydrogen on one or more carbons of the hydrocarbon backbone. Such substituents can include, for example, a halogen, a hydroxyl, a carbonyl (such as a carboxyl, an ester, a formyl, or a ketone), a thiocarbonyl (such as a thioester, a thioacetate, or a thioforrnate), an alkoxyl, a phosphoryl, a phosphonate, a phosphinate, an amino, an amido, an amidine, an imine, a cyano, a nitro, an azido, a sulfhydryl, an alkylthio, a sulfate, a sulfonate, a sulfamoyl, a sulfonamido, a sulfonyl, a heterocyclyl, an aralkyl, or an aromatic or heteroaromatic moiety. It will be understood by those skilled in the art that the moieties substituted on the hydrocarbon chain can themselves be substituted, if appropriate. For instance, the substituents of a substituted alkyl may include substituted and unsubstituted forms of amino, azido, imino, amido, phosphoryl (including phosphonate and phosphinate), sulfonyl (including sulfate, sulfonamido, sulfamoyl and sulfonate), and silyl groups, as well as ethers. alkylthios, carbonyls (including ketones, aldehydes, carboxylates, and esters), -CF, -CN and the like. For purposes of this disclosure carbon carbon bonds may be single, double, or triple bonds.
100421 The term "heteroatom" as used herein means an atom of any element other than carbon or hydrogen and include for example nitrogen, oxygen, sulfur, phosporus, and selenium.
[0043] As used herein, the term oil refers to an ester, a volatile solvent, a non-volatile oil, and a volatile oil. The preferred oil(s) used are oils that when combined with the gelling SUBSTITUTE SHEET (RULE 26)
9 agents disclosed herein form a crystal clear firm gel that can be used as a base for a cosmetic composition.
100441 As used herein an ester, refers to the group ¨OC(0)(C1-C6 alkyl).
100451 A "volatile" solvent is a compound capable of evaporating from the skin or lips in less than an hour. Volatile solvents include hydrocarbons such as isododecane.
The expression "volatile solvent" or 'volatile oil" refers to any non-aqueous medium capable of evaporating on contact with the skin or the lips in less than one hour at room temperature and atmospheric pressure. An aspect of the present disclosure includes one or more volatile solvents chosen from organic solvents, such as volatile cosmetic oils that are liquid at room temperature and have a non-zero vapor pressure, at room temperature and atmospheric pressure, ranging from 10 ¨2 to 300 mm Hg (1.33 to 40,000 Pa), such as greater than 0.03 mmHg (4 Pa), and further such as greater than 0.3 mmHg (40 Pa). The expression "non-volatile oil" as used herein refers to oil that remains on the skin or the lips at room temperature and atmospheric pressure for at = least several hours, such as those having a vapor pressure of less than
10 ¨2 mmHg (1.33 Pa).
100461 As used herein, the hydrocarbon-based oil refers to an oil comprising carbon and hydrogen atoms, optionally with at least one group chosen from hydroxyl, ester, carboxyl, or ether groups.
100471 Examples of oils tested are found in Table 1 below.
[0048] Table 1 Testing of 5% w/w 1 41-Methyl-2-(1-methy1-2-tridecyloxy-ethoxy)-ethyl]-3-(6-{341-methyl-2-(1-methyl-2-tridecyloxy-ethoxy)-ethylkireidoyhexyl)-urea with various oils.
item Chemical name Clarity Characteristics isohexadecane clear firm gel 2 isododecane clear firm gel hydrogenated polyisodecene clear crystal clear firm gel dodecane clear crystal clear firm gel isononyl isononanoate clear crystal clear firm gel SUBSTITUTE SHEET (RULE 26) , CA 02868015 2014-07-29 i C12-15 alkyl benzoate clear crystal clear firm gel polyglycery1-2 diisostearate hazy hazy soft gel. Form the 7 gel after overnight .._. ____________________________________________________________ crystal clear firm gel, tridecyl trimellitate clear but softer than lighter 8 oils diisostearyl malate haze hazy soft gel. Form the 9 __________________________________ gel after several hours hydrogenated polyisodecene clear crystal clear firm gel hydrogenated polyisodecene haze hazy soft gel
11 _ ________________________ clear firm gel with hydrogenated polyisodecene clear
12 slightly hazy C12-15 alkyl benzoate/diphenyl hazy firm gel, but softer haze
13 dimethicone than TN alone C12-15 alkyl benzoate/diphenyl haze translucent firm gel
14 dimethicone slightly Butyl stearate translucent gel haze Butyl oleate clear clear firm gel isopropyl palmitate clear crystal clear firm gel isopropyl myristate clear crystal clear firm gel trisiloxane n/a not compatible PPG-3 benzyl ether myristate hazy translucent hard gel octyl palmitate clear crystal clear firm gel slightly translucent gel isocetyl stearate 22 haze ___________________ _ cetearyl octanoate clear clear firm gel linseed oil clear clear firm gel soybean oil clear clear firm gel slightly castor oil translucent soft gel 26_ haze SUBSTITUTE SHEET (RULE 26) 27 octyldodecyl neopentanoate clear crystal clear firm gel mineral oil clear crystal clear firm gel [0049] The term stickiness refers to the negative peak force of the compression as measured by a texture analyzer (TA,XT21 Texture Analyzer (Texture Technologies Corp., Scarsdale, NY).
[0050] The term flexibility refers to the amount of work returned by the sample as compressive strain is removed to the work required for compression, measurement of the elastic recovery of the sample as measured by the texture analyzer.
[0051] The term hardness refers to the peak force of the compression as measured by the texture analyzer.
10052] The texture analyzer is an instrument that applies controlled forces to a cosmetic composition and records a measureable response (deformation, recovery, and time) to the applied force and translates that response into values for stickiness, flexibility, and hardness of the cosmetic composition. Stickiness, flexibility, and hardness are properties that translate to human sensory perception of cosmetic compositions.
[0053] The following examples are merely illustrative of the scope of the present invention and are not intended as a limitation upon the scope thereof.
[0054] Various tests have been carried out to compare the gelling agents of this invention to traditional gelling agents.
[0055] In a first set of experiments a solid gelling agent, without any additional oil pigment, or other material was melted at about 100 C for each base until all solid material turned liquid. The liquid was poured into a mold and cooled to room temperature.
10056] In a second set of experiments a solid gelling agent was melted at about 100 C
for each base until all solid material turned liquid and then mixed with at least one oil.
The liquid was poured into a mold and cooled to room temperature.
[0057] Example 1 Lipstick made with oil and wax as the gelling agent Raw Material SUBSTITUTE SHEET (RULE 26) . CA 02868015 2014-07-29 C12-15 alkyl benzoate 11.18 11.56 10.92 , 11.82 12.21 isononyl isononanoate 15.55 16.08 15.19 16.44 16.99 hydrogenated polyisobutene 7.27 7.52 7.10 7.69 7.94 polybutene 4.55 4.71 4.45 4.81 4.97 hydrogenated polyisobutene 8.00 8.27 7.82 8.46 8.74 -hydrogenated polyisobutene 23.45 _ 24.25 22.91 24.79 25.62 -_ , TRIBEHENIN 4.00 3.40 4.40 3.00 , 2.38 CARNAU BA WAX 7.00 5.95 7.70 5.25 4.17 iSYNTHETIC WAX 5.00 4.25 5.50 3.75 2.98 .
. 16.00 1 13.60 ....., 17.60 ,,, : 1200. :- 9.52 Red lake 8.00 8.00 8.00 8.00 8.00 , _______________________________ - __________________________________________ MICA, TITANIUM
DIOXIDE 1.20 1.20 1.20 1.20 1.20 _ ...
TITANIUM DIOXIDE, MICA, SILICA 2.80 2.80 2.80 2.80 2.80 -MICA 2.00 2.00 2.00 2.00 2.00 TOTALS: 100.00 100.00 100.00 100.00 100.00 106581 Example 2 Lipstick made with oil and M1800 as the gelling agent ; Raw Material 905-144-1 905-144-2 905-144-3 C12-15 alkyl benzoate 12.30 12.17 12.04 12.49 .
11.34 .
isononyl isononanoate 17.10 16.92 16.74 17.37 ;
15.77 hydrogenated polyisobutene , 8.00 7.92 7.83 8.12_ 7.38 ' polybutene 5.00 4.95 4.90 5.08 4.61 hydrogenated polyisobutene 8.80 8.71 8.62 8.94 8.11 _ hydrogenated polyisobutene 25.80 25.53 25.26 26.20 23.79 , SUBSTITUTE SHEET (RULE 26) ________________________________ . .
MT800 ' .9.00 9.80 10.60. 7.80 15.00 I -Red lake 8.00 8.00 8.00 8.00 8.00 MICA, TITANIUM DIOXIDE 1.20 1.20 1.20 1.20 1.20 , TITANIUM DIOXIDE, MICA, SILICA 2.80 2.80 2.80 2.80 2.80 'MICA 2.00 2.00 2,00 2.00 2.00 TOTALS: 177.00 176.20 175.40 178.20 171.00 Ratio oil/gelling agent 8.56 7.78 7.11 10.03 4.73 100591 The mechanical properties of gelling agent alone and gelling agent mixed with at least one oil were measured by a texture analyzer (TA.XT21 Texture Analyzer (Texture Technologies Corp., Scarsdale, NY) [0060] Probe - 1/4" spherical stainless steel [0061] Mode - measure force in compression [0062] Option - return to start [0063] Pre-test speed - ImmAsec [0064] Test speed -1 mm/sec [0065] Post-test speed -1 mm/sec [0066] Trigger force - 5g [0067] Distance - 0.5 mm [0068] Tare Mode - Auto 100691 Data Acquisition Rate - 500pps [0070] Data collected and processed [0071] Texture Exceed Expert (TEE) software version 4 (Texture Technologies Corp.) SUBSTITUTE SHEET (RULE 26) [0072] Measurements were calculated for hardness, stickiness, and flexibility using the Texture Analyzer.
[Gelling Hardness Stickiness Flexibility Agent (9) (9) (/o) MT800 3203.21 -389.37 42.56 Wax* 5892.06 -0.33 32,62 MT800 + oil 73.84 I -2.08 61.45 Wax* + oil 175.30 -27.24 16.57 *Wax is a composition of Tribehenin/Camauba/Synthetic Wax in a ratio of 4/7/5 [0073] Example 3 - Antiperspirant/Deodorant made with MT800 as the gelling agent RM # CTFA Names oo cyclopentasiloxane 33.30 33.30 33.30 0,00 01 C12-15 ALKYL BENZOATE 10.00 10.00 10.00 0.00 00 DIMETHICONE 5.00 5.00 5.00 0,00 00 Polydecene 0.00 0.00 0.00 62.50 00 Hydrogenated Castor Oil 4.00 7.00 0.00 0.00 00 PEG-8 DISTEARATE 1.00 1.00 1.00 0.00 53.30 55.30 49.30 62.50 00 STEARYL ALCOHOL 14.00 14.00 14.00 0.00 MT-800 4.00 1.00 8.00 12.00 18.00 15.00 22.00 12.00 00 Aluminum Zirconium Tetrachlorohydrex Gly j 25.50 25.50 25.50 25.50 SUBSTITUTE SHEET (RULE 26) = CA 02868015 2014-07-29 00 TALC 3.00 3.00 3.00 , 0.00 00 ALOE BARBADENSIS LEAF EXTRACT 0.10 0.10 0.10 , 0.00 01 TOCOPHERYL ACETATE 0.10 0.10 0.10 0.00 1 TOTALS: 171.30 170.30 171.30 174.50 Ratio of oil to gelling agent 3.0 3.7 2.2 5.2 SUBSTITUTE SHEET (RULE 26)

Claims (21)

WHAT IS CLAIMED IS.
1. A composition comprising a gelling agent and an at least one oil, wherein the oil and gelling agent are in a ratio of about 2 to about 16.
2. The composition of claim 1, wherein the oil to gelling agent ratio is about 4 to about 10
3. The composition of claim 1 wherein the gelling agent is a compound having a structure of (I):
R2, R3, R4. R5, which are the same or different are selected from a hydrogen, a C1 - C24 alkyl group;
X is selected from a heteroatom, C2 to C24 alkyl;
R1 and R6 which are the same or different are selected from a hydrogen, a C1 - C24 alkyl group, a heteroatom
4 The composition of claim one, wherein the gelling agent is 1-[1-Methyl-2-(1 -methyl-2-tridecyloxy-ethoxy)-ethyl]-3-(6-{3-[1-methyl-2-(1-methyl-2-tridecyloxy-ethoxy)-ethyl]-ureido}-hexyl)-urea.
The composition of claim 1, wherein the composition is a cosmetic composition.
6. The composition of claim 3, wherein the composition is anhydrous.
7. The composition of claim 1, further comprising at least one additive chosen from an antioxidant, a filler, a film-former, a preserving agent, a fragrance, a neutralizing agent a thickener, a cosmetic composition active agent, an emollient, and mixtures thereof.
8. The composition of claim 3, wherein the composition is a cosmetic composition.
9. The composition of claim 1, wherein the composition further comprises an at least one pigment, dye, or stain.
10. The composition of claim 1, wherein the gelling agent is present in a concentration of about 6 to 14 weight percent of the composition.
11. The composition of claim 1, further comprising at least one solvent.
12. The composition of claim 1, wherein the composition is a clear gel.
13. The composition of claim 1, wherein the composition is a stick.
14. The composition of claim 1, wherein the composition has a flexibility of >
about 30%.
15. The composition of claim 1, wherein the composition has a stickiness of <
about -10 grams.
16. The composition of claim 1, wherein the composition has a hardness of <

about 100 grams.
17. The composition of claim 1, wherein the composition is a water-in-oil emulsion.
18. The composition of claim 16, wherein the water to oil ratio is about 0.1 to about 80.
19, The composition of claim 1, wherein the composition is a stick having a pigmented core surrounded by a clear outer shell.
20. The composition of claim 16, wherein the water phase and oil phase have a matched refractive index.
21. The composition of claim 5, wherein the cosmetic composition is an antiperspirant/deodorant.
CA2868015A 2012-02-17 2013-02-15 Gelling agent for use in cosmetic compositions Abandoned CA2868015A1 (en)

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US201261600087P 2012-02-17 2012-02-17
US61/600,087 2012-02-17
PCT/US2013/026334 WO2013123324A1 (en) 2012-02-17 2013-02-15 Gelling agent for use in cosmetic compositions

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Publication number Priority date Publication date Assignee Title
EP3219743B1 (en) 2016-03-14 2020-01-08 Procter & Gamble International Operations SA Hydrophobically modified urea ethers as structurants for hydrophobic systems
US10653610B2 (en) 2017-04-28 2020-05-19 L'oreal Essentially anhydrous hair-treatment compositions comprising a bis-urea derivative and silica aerogel

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Publication number Priority date Publication date Assignee Title
WO1992005767A1 (en) * 1990-10-04 1992-04-16 The Gillette Company Cosmetic technology
US6156325A (en) * 1998-09-16 2000-12-05 L'oreal Nail enamel composition containing a urea-modified thixotropic agent
US20070098658A1 (en) * 2005-10-24 2007-05-03 L'oreal Cosmetic composition textured with a bis-urea derivative with a liquid fatty phase textured with a bis-urea compound
US8003086B2 (en) * 2006-05-09 2011-08-23 L'oreal S.A. Bis-urea compounds and compositions and method of cosmetic treatment
FR2900819B1 (en) * 2006-05-09 2010-10-15 Oreal BIS-UREE TYPE COMPOUND, COMPOSITION COMPRISING SAME, USE AND METHOD OF COSMETIC TREATMENT
FR2910809B1 (en) * 2006-12-29 2009-02-13 Oreal COSMETIC COMPOSITION COMPRISING A BIS UREA DERIVATIVE.
FR2910807A1 (en) * 2006-12-29 2008-07-04 Oreal COSMETIC COMPOSITION INCLUDING A DERIVATIVE OF BIS UREE.
ES2403429T3 (en) * 2007-12-05 2013-05-17 L'oreal Cosmetic process that employs a composition comprising a siloxane resin and a volatile hydrocarbon solvent
WO2012138326A1 (en) * 2011-04-05 2012-10-11 Avon Products, Inc. Clear or translucent composition

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AU2013221395A1 (en) 2014-08-21

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