US20110142774A1 - Oil-in-oil type cosmetic composition - Google Patents

Oil-in-oil type cosmetic composition Download PDF

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Publication number
US20110142774A1
US20110142774A1 US12/996,977 US99697709A US2011142774A1 US 20110142774 A1 US20110142774 A1 US 20110142774A1 US 99697709 A US99697709 A US 99697709A US 2011142774 A1 US2011142774 A1 US 2011142774A1
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oil
mass
volatile
phase
cosmetic composition
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Noriko Tomita
Reiji Miyahara
Hiroyuki Kakoki
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Shiseido Co Ltd
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Shiseido Co Ltd
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Assigned to SHISEIDO COMPANY LTD. reassignment SHISEIDO COMPANY LTD. CORRECTIVE ASSIGNMENT TO CORRECT THE CHANGE ASSIGNOR NAME TO: TOMITA, NORIKO PREVIOUSLY RECORDED ON REEL 025786 FRAME 0125. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNOR: TOMITA, NORIKA. Assignors: KAKOKI, HIROYUKI, MIYAHARA, REIJI, TOMITA, NORIKO
Publication of US20110142774A1 publication Critical patent/US20110142774A1/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • 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
    • A61K8/31Hydrocarbons
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • A61K8/73Polysaccharides
    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • 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
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole

Definitions

  • the present invention relates to an oil-in-oil type cosmetic composition. More specifically, the present invention relates to an oil-in-oil type cosmetic composition that has excellent transfer resistance and favorable stability without losing a moisture or a luster.
  • Patent Document 1 discloses a transfer-resistant cosmetic composition
  • a transfer-resistant cosmetic composition comprising: a volatile hydrocarbon solvent; a non-volatile silicone compound that can be dissolved or dispersed in the volatile hydrocarbon solvent; and non-volatile hydrocarbon oil that is dissolved in the volatile solvent and is incompatible with the non-volatile silicone compound, wherein the non-volatile hydrocarbon oil has a certain solubility parameter.
  • this transfer-resistant cosmetic composition has room for improvement in stability. Due to its large content of wax, usability in a liquid state cannot be obtained, and also luster is insufficient.
  • Patent Document 2 discloses a lipstick composition having transfer resistance, comprising perfluoropolyether-type non-volatile oil and volatile oil, which are incompatible with each other.
  • oils are separated during application to a support to move onto a first composition.
  • the first composition is in a solid state due to a considerable amount of wax formulated therein. Thus, a sufficient luster or moisture cannot be obtained. Moreover, for this system, the incompatible oil phases are difficult to favorably disperse, resulting in the problem of stability against sweating or the like.
  • Patent Document 3 discloses a stick cosmetic having transfer resistance, comprising a silicone surfactant formulated in combination with volatile oil, wherein these ingredients are favorably dispersed in a pigment.
  • this stick cosmetic has a large proportion of the volatile oil in the composition and thus has the disadvantage that its matte finish tends to provide a feeling of dryness on lips.
  • Patent Document 4 discloses a one-phase composition for lipsticks, comprising volatile oil and a silicone resin.
  • this composition for lipsticks tends to increase a feeling of dryness with a lapse of time after evaporation of the volatile oil, although it has improved transfer resistance. Moreover, a film of the resin remains on lips, leaving a filmy feeling or tightness.
  • the composition further has the disadvantage that the obtained smear is matte.
  • Patent Document 5 discloses an oil-in-oil type emulsified composition
  • continuous-phase oil comprising a silicone coating agent, volatile silicone oil, non-volatile silicone oil in a liquid state, and an emulsifying agent; and dispersion-phase oil comprising ester oil and a color material, wherein the amounts of the continuous-phase oil and the dispersion-phase oil formulated are at a dispersion-phase oil/(dispersion-phase oil+continuous-phase oil) ratio of 0.05 to 0.5.
  • this oil-in-oil type emulsified composition tends to have unevenness in color due to the presence of the color material in the dispersion phase. Furthermore, for this system, stability may be difficult to maintain over time.
  • Patent Document 6 discloses the technique of preventing color transfer by applying a lipstick and then further applying thereonto a lip coat comprising particular dimethylpolysiloxane and silicic anhydride.
  • Patent Document 1 JP-A-2001-199846
  • Patent Document 2 WO 96/40044
  • Patent Document 3 WO 97/16157
  • Patent Document 4 JP-A-Hei 9-48709
  • Patent Document 5 JP-A-2000-53530
  • Patent Document 6 JP-A-Hei 8-26936
  • An object of the present invention is to provide an oil-in-oil type cosmetic composition that has transfer resistance and further has an improved luster after application and also excellent stability.
  • a stable oil-in-oil type composition is obtained by allowing non-volatile hydrocarbon oil and non-volatile silicone oil, which are hardly compatible with each other, to be contained therein and further formulating dextrin fatty acid ester; and the obtained oil-in-oil type cosmetic composition has favorable spreadability during application, with its transfer resistance after application maintained.
  • the present invention provides an oil-in-oil type cosmetic composition
  • an oil-in-oil type cosmetic composition comprising
  • oil-in-oil type cosmetic composition should further comprise 1 to 30% by mass of semi-solid oil.
  • An oil-in-oil type cosmetic composition of the present invention has excellent transfer resistance after application, a luster, favorable spreadability during application, and also excellent stability.
  • a stable oil-in-oil type composition can be obtained by allowing non-volatile hydrocarbon oil and non-volatile silicone oil, which are hardly compatible with each other, to be contained therein and further formulating dextrin fatty acid ester.
  • the non-volatile hydrocarbon oil such as polybutene constitutes continuous-phase oil
  • the non-volatile silicone oil such as methylphenylpolysiloxane constitutes dispersion-phase oil.
  • a color material is dispersed in the continuous-phase oil in relation to surface wettability.
  • the silicone oil and the hydrocarbon oil maintain a stable oil-in-oil state in a container before use, even without being separated from each other.
  • the non-volatile silicone oil comes up to the surface, and this separated non-volatile silicone oil covers an adherent layer of the non-volatile hydrocarbon oil. Therefore, the resulting composition has transfer resistance and offers a favorable luster.
  • This separation of the non-volatile silicone oil is further promoted by means of pressure applied by rubbing lips against each other during application.
  • the further formulation of volatile hydrocarbon such as isododecane, which is compatible with both the ingredients, can improve spreadability during application, with transfer resistance after application and stability maintained.
  • the present invention does not require formulating a silicone resin, a large amount of wax, or volatile oil and can therefore achieve a luster texture and a moisture feel, as with liquid glosses.
  • the composition of the present invention when used as a lipstick, it saves labor such as two-product use of a lipstick and a lip coat and exerts the effects of long staying even in one-product use, offering a luster, and hardly smearing a cup or the like.
  • non-volatile hydrocarbon oil (a) used in the present invention examples include hydrogenated polyisobutene, polybutene, polyisobutylene, polyisoprene, liquid paraffin, squalane, hydrogenated polydecene, and Vaseline. Of them, particularly, polybutene is preferable, and polybutene having a molecular weight of 1000 to 2650 is more preferable.
  • the amount of the non-volatile hydrocarbon oil (a) formulated is 5 to 80% by mass, preferably 10 to 70% by mass, more preferably 20 to 60% by mass.
  • the amount of the non-volatile hydrocarbon oil formulated is too small, the resulting composition poorly moisturizes.
  • the amount of the non-volatile hydrocarbon oil formulated is too large, the resulting composition tends to be poorly spreadable, have increased stickiness and poor transfer resistance, and also poorly color.
  • the non-volatile silicone oil (b) can be any of those hardly compatible with the hydrocarbon oil and is appropriately selected for an oil-in-oil type, depending on the type of the hydrocarbon oil formulated in combination therewith.
  • non-volatile silicone oil include methylphenylpolysiloxane, dimethicone, and fluorine-modified alkyl silicone. Of them, particularly, methylphenylpolysiloxane is preferable, and methylphenylpolysiloxane having a viscosity of 300 to 500 cs is more preferable.
  • the amount of the non-volatile silicone oil (b) formulated is 1 to 70% by mass, preferably 5 to 60% by mass, more preferably 10 to 50% by mass.
  • the amount of the non-volatile silicone oil formulated is too small, the resulting composition tends to have poor transfer resistance.
  • the amount of the non-volatile silicone oil formulated is too large, the resulting composition tends to come off over time, albeit with an increased luster.
  • the proportion of the ingredient (a) is too large with respect to the ⁇ (a)+(b) ⁇ moiety, the resulting composition is poorly spreadable, has increased stickiness and poor transfer resistance, and also poorly colors.
  • the proportion of the ingredient (a) is too small, i.e., the proportion of the ingredient (b) in (a)+(b) is increased, the resulting composition tends to poorly moisturize, albeit with an increased luster.
  • the dextrin fatty acid ester (c) is ester of dextrin and higher fatty acid, and this higher fatty acid has the number of carbon atoms selected from C12 to C22.
  • the higher fatty acid may partially contain fatty acid having the number of carbon atoms of C6 to C10, as long as it comprises fatty acid having the number of carbon atoms of C12 to C22.
  • Examples of such dextrin fatty acid ester include palmitic acid dextrin, myristic acid dextrin, and (palmitic acid/ethylhexanoic acid)dextrin.
  • Rheopearl KL commercially available products such as trade names Rheopearl KL, Rheopearl KL2, Rheopearl TT, Rheopearl TT2, and Rheopearl MKL2 (all manufactured by Chiba Flour Milling Co., Ltd.) can be used.
  • the amount of the dextrin fatty acid ester (c) formulated is 0.1 to 10% by mass, preferably 0.5 to 8% by mass, more preferably 1 to 5% by mass.
  • the amount of the dextrin fatty acid ester formulated is too small, the resulting composition is poorly stable.
  • the amount of the dextrin fatty acid ester formulated is too large, the resulting composition is sticky.
  • the further formulation of volatile hydrocarbon (d) enhances spreadability during application.
  • the volatile hydrocarbon (d) is preferably any of those soluble in both the non-volatile hydrocarbon oil (a) and the non-volatile silicone oil (b).
  • Examples thereof can include volatile oils having 8 to 16 carbon atoms and mixtures thereof.
  • these volatile hydrocarbons are selected from branched C8-C16 alkanes, branched C8-C16 esters, and mixtures thereof.
  • Preferable examples of such volatile hydrocarbon include C8-C16 isoparaffin obtained particularly from petroleum.
  • isododecane or isohexadecane, isohexyl neopentanoate, and mixtures thereof are preferable, and isododecane is more preferable.
  • the formulation of the volatile hydrocarbon (d) enhances spreadability during application.
  • the preferable amount of the volatile hydrocarbon (d), when formulated, is 0.1 to 50% by mass, preferably 1 to 30% by mass.
  • the further formulation of silicic anhydride (e) improves a luster during application.
  • the silicic anhydride (e) is preferably an ultra-fine particle of silicic anhydride having an average primary particle size of 1 to 50 nm.
  • examples thereof include Aerosil 200, Aerosil 300, Aerosil R972, Aerosil R974, and Aerosil RY200 (manufactured by Nippon Aerosil Co., Ltd.).
  • the silicic anhydride used in the present invention may be hydrophilic or may be hydrophobized by silylation or the like.
  • the preferable amount of the silicic anhydride (e), when formulated, is 10% by mass or smaller, preferably 0.1 to 5% by mass.
  • a color material is formulated in addition to the essential ingredients described above.
  • the color material can be any of color materials usually used in lipsticks and may be in a powdery or lake (state kneaded with oil) form.
  • a pigment which may be an inorganic pigment, an organic pigment, or a pearlizing agent, is more wettable in the hydrocarbon oil than in the silicone oil and eventually moves spontaneously to the hydrocarbon oil as a continuous phase.
  • the amount of the color material formulated is 0.01 to 30% by mass, preferably 0.1 to 20% by mass.
  • the composition should further comprise semi-solid oil (f) or microcrystalline wax.
  • semi-solid oil (f) or microcrystalline wax reduces stickiness after application of the lipstick and also enhances duration.
  • the semi-solid oil (f) specifically refers to oil in a semi-solid state having a solidity of 0.1 to 10 N at 25° C.
  • a value measured using a rheometer manufactured by Rheotech Co., Ltd.
  • the semi-solid oil does not include highly viscous liquid oil such as polybutene, or oil agents such as hydrogenated castor oil and hard lanolin, which are hard at room temperature.
  • the semi-solid oil has a melting point of preferably 30 to 52° C.
  • the measurement method of the melting point follows Article 3 of The Japanese Standards of Cosmetic Ingredients. Specifically, first, a sample is melted by gradual heating to 90 to 92° C. with well stirring. After the termination of heating, the sample is allowed to cool to a temperature 8 to 10° C. higher than the melting point. Subsequently, a thermometer (thermometer for petrolatum melting point specified by B7410 of Japanese Industrial Standards) is cooled to 5° C., and its moisture is then wiped off with filter paper. The thermometer is inserted into the sample up to half the mercury bulb thereof, immediately taken out, and allowed to cool in an upright position.
  • a thermometer thermometer for petrolatum melting point specified by B7410 of Japanese Industrial Standards
  • the thermometer When the sample attached thereto has become turbid, the thermometer is dipped for 5 minutes in water with a temperature of 16° C. or lower. Next, the thermometer is inserted into a test tube (25 ⁇ 100 mm) and secured using a cork such that a gap of 15 mm is formed between the lower end of the thermometer and the inside bottom of the test tube.
  • This test tube is placed in a 500-mL beaker containing water of approximately 16° C. and secured such that a gap of 15 mm is formed between the bottom of the test tube and the inside bottom of the beaker.
  • the beaker is heated to at a rate of 2° C./minute until the temperature of the bath reaches 30° C.
  • thermometer a droplet of the sample is removed from the thermometer.
  • This test is conducted three times, and the average of the measurement values is used when they differ by less than 1° C. If the difference is 1° C. or more, the average from 5 measurements is used. The obtained value is defined as a melting point.
  • semi-solid oil examples include Vaseline, lanolin, plant fats (e.g., shea butter and partially hydrogenated coconut oil), partially hydrogenated jojoba oil, and dimer dilinoleate usually used in cosmetics and specifically include dimer dilinoleate/phytosterol/higher alcohol ester whose alcohol residue contains a phytosteryl group and a linear higher alcohol residue having 16 to 22 carbon atoms.
  • plant fats e.g., shea butter and partially hydrogenated coconut oil
  • dimer dilinoleate usually used in cosmetics and specifically include dimer dilinoleate/phytosterol/higher alcohol ester whose alcohol residue contains a phytosteryl group and a linear higher alcohol residue having 16 to 22 carbon atoms.
  • dimer dilinoleate examples include (phytosteryl/behenyl) dimer dilinoleate (trade name: Plandool-PB), (phytosteryl/behenyl/stearyl/cetyl/isostearyl) dimer dilinoleate (trade name: Plandool-H or Plandool-S), and (phytosteryl/behenyl/isostearyl) dimer dilinoleyl dimer dilinoleate (trade name: Plandool-G).
  • pentaerythritol tetra(behenate/benzoate/ethylhexanoate), dipentaerythritol hexahydroxystearate, macadamia seed oil polyglyceryl-6 esters behenate, or the like can also be used.
  • the following commercially available products may be used: “COSMOL 168EV, COSMOL 168M, and COSMOL 168AR” (all manufactured by The Nisshin Oillio Group, Ltd.), “YOFCO-MAS”, “SOFTISAN 649” (manufactured by Sasol Ltd.), and “Eldew PS-304” (manufactured by Ajinomoto Co., Inc.).
  • Vaseline and pentaerythritol tetra(behenate/benzoate/ethylhexanoate) are particularly preferable in terms of the absence of stickiness and long duration.
  • the amount of the semi-solid oil formulated is preferably 3 to 30% by mass, more preferably 6 to 20% by mass.
  • the amount of the microcrystalline wax formulated is preferably 0.5 to 6% by mass, more preferably 1 to 4% by mass.
  • the oil-in-oil type cosmetic composition of the present invention can be formulated appropriately with an oil agent, a wax, a powder, a pigment, a dye, a polymer compound, a moisturizer, a perfume, a surfactant, an antioxidant, an antiseptic, and a beauty component, etc., used in usual oil-based cosmetic compositions, in addition to the essential ingredients described above, without impairing the effect of the present invention.
  • the moisturizer include polyhydric alcoholic moisturizers such as glycerin, propylene glycol, and 1,3-butylene glycol.
  • the wax can be formulated therein, its formulation in a large amount impairs a luster.
  • the amount of the wax, even if formulated, is preferably 5% by mass or smaller.
  • the formulation of a coating agent in a large amount causes stiffness.
  • the coating agent is not formulated, or the amount of the coating agent, even if formulated, is preferably 5% by mass or smaller.
  • the oil-in-oil type cosmetic composition of the present invention can be applied to lipsticks, lip glosses, lip bases, overcoats for lipsticks, lip creams, etc. Particularly, when the oil-in-oil type cosmetic composition of the present invention is used as a color material-formulated lipstick, the oil-in-oil type cosmetic composition is preferable because the resultant lipstick has a combination of coloration effect, transfer resistance, and a luster as with lip glosses.
  • the application method was performed by a method involving: applying a cosmetic composition of the present invention onto lips; and then applying pressure only for 5 seconds by rubbing the upper and lower lips against each other.
  • transfer resistance the absence of transfer to a cup was evaluated.
  • duration whether the applied state of a lipstick was maintained after 2 hours was assessed by visual observation based on a luster, coloration, a beautiful finish, etc.
  • Formulas described in tables were prepared by a standard method and placed in bottle containers equipped with an applicator. Each composition was used twice a day for 1 week and then evaluated.
  • Each gloss lipstick was prepared according to formulas shown in Tables 1 to 3 below and evaluated for its usability (spreadability during application, luster, moisture feel, absence of stiffness, and transfer resistance) and stability against separation according to the criteria described above. The results are also shown in Tables 1 to 3.
  • Example 2 Example 3 Example 1 Example 2 ⁇ Phase A> Non-volatile hydrocarbon oil Hydrogenated polyisobutene (average 35 40 35 — 15 molecular weight: 1000 ⁇ Hydrogenated polyisobutene (average 10 10 10 — — molecular weight: 2650 ⁇ Color material Red No.
  • Example 10 ⁇ Phase A> Non-volatile hydrocarbon oil Hydrogenated 35 35 35 35 35 35 35 35 35 35 35 35 polyisobutene (average molecular weight: 1000 ⁇ Hydrogenated 10 10 10 10 10 10 10 polyisobutene (average molecular weight: 2650 ⁇ Vaseline 3 — — — — — — — — Color material Red No.
  • Example 4 Example 5
  • Example 6 Example 7
  • Example 8 ⁇ Phase A> Non-volatile hydrocarbon oil Hydrogenated polyisobutene (average 35 35 35 35 35 molecular weight: 1000 ⁇ Hydrogenated polyisobutene (average 10 10 10 10 molecular weight: 2650 ⁇ Vaseline 3 — — — — Color material Red No.
  • compositions of Examples 1 to 3 had spreadability, a luster, and a moisture feel and were free from stiffness and excellent in transfer resistance and stability against separation.
  • cosmetic compositions of Comparative Examples 1 and 2 which were formulated with a conventional coating agent, were poorly usable, due to a loss of luster and stiffness.
  • compositions of Comparative Examples 3 to 10 which contained no dextrin fatty acid ester, had poor stability against separation, although various waxes or silicone surfactants were combined.
  • compositions of Examples 4 to 8 could maintain stability owing to dextrin fatty acid ester formulated therein, even when formulated with ester oil and wax.
  • Each gloss lipstick was prepared according to formulas shown in Table 4 below and evaluated for its stickiness and duration after 2 hours from application according to the criteria described above. The results are also shown in Tables 4 and 5.
  • Example Example 9 10 11 12 13 14 Hydrogenated polyisobutene (average molecular 38 35 35 35 35 35 weight: 1000 ⁇ Hydrogenated polyisobutene (average molecular 10 10 10 10 10 weight: 2650 ⁇ Vaseline — 3 — — — — (Phytosteryl/behenyl) dimer dilinoleate — — 3 — — — Microcrystalline wax — — — 3 — — Pentaerythritol — — — — 3 — tetra(behenate/benzoate/ethylhexanoate) Dipentaerythritol hexahydroxystearate — — — — — 3 Macadamia seed oil polyglyceryl-6 esters — — — — — — behenate Color material 5 5 5 5 5 5 5 5 Palmitic acid dextrin 3 3 3 3 3 3 3 3 Silicic anhydride 1 1 1 1 1
  • the formulation of semi-solid oil or microcrystalline wax further enhanced the absence of stickiness and duration.
  • Vaseline and pentaerythritol tetra(behenate/benzoate/ethylhexanoate) exerted particularly high effect.
  • the semi-solid oil exhibited excellent effect particularly when formulated in an amount of 6 to 20% by mass.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 40 Squalane 20 Vaseline 10 Red iron oxide 1 Red No. 202 1 Mica titanium 1 Diglyceryl diisostearate 3 Silylated silica 1 ⁇ Phase B> Palmitic acid dextrin 3 ⁇ Phase C> Methylphenylpolysiloxane 20
  • phase B is dispersed in the phase A by stirring and then dissolved by heating.
  • phase C is further added thereto and dispersed by stirring to prepare a gloss lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 33.9 Red iron oxide 1 Red No. 202 1 Mica titanium 1 Diglyceryl triisostearate 3 ⁇ Phase B> Palmitic acid dextrin 0.1 ⁇ Phase C> Isododecane 10 ⁇ Phase D> Methylphenylpolysiloxane 45 Silica 5
  • the phases A to C were dispersed by stirring and then dissolved by heating.
  • the phase D dispersed by stirring in advance was added thereto and dispersed by stirring to prepare a gloss lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 20 Red iron oxide 1 Mica titanium 1 12-hydroxystearic acid 3 Silica 5 Alkyl-modified silicone-treated mica 10 ⁇ Phase B> Palmitic acid dextrin 10 ⁇ Phase C> Isododecane 20 ⁇ Phase D> Methylphenylpolysiloxane 30
  • the phases A to C were dispersed by stirring and then dissolved by heating.
  • the phase D was further added thereto and dispersed by stirring to prepare a gloss lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 30 Vaseline 1 Squalane 19 Red iron oxide 1 Mica titanium 5 Silicic anhydride 2 ⁇ Phase B> (palmitic acid/2-ethylhexanoic acid)dextrin 10 (trade name: Rheopearl TT, manufactured by Chiba Flour Milling Co., Ltd.) ⁇ Phase C> Methylphenylpolysiloxane 30 Silylated silica 2
  • the phases A to C were dispersed by stirring and then dissolved by heating.
  • the phase D was further added thereto and dispersed by stirring to prepare a gloss lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 30 Red iron oxide 1 Mica titanium 4 Silylated silica 3 Alkyl-modified silicone-treated mica 10 ⁇ Phase B> Myristic acid dextrin 5 (trade name: Rheopearl MKL2) Palmitic acid dextrin 5 ⁇ Phase C> Isododecane 10 ⁇ Phase D> Methylphenylpolysiloxane 30 Silica 2
  • the phases A to C were dispersed by stirring and then dissolved by heating.
  • the phase D was further added thereto and dispersed by stirring to prepare a lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 30 Squalane 10 Red iron oxide 2 Mica titanium 3 Silylated silica 3 Alkyl-modified silicone-treated mica 5 ⁇ Phase B> Palmitic acid dextrin 5 ⁇ Phase C> Isododecane 10 ⁇ Phase D> Fluorine-modified methylphenylpolysiloxane 30 (INCI Name: fluoroalkyl diphenyl dimethicone) Silica 2
  • the phases A to C were dispersed by stirring and then dissolved by heating.
  • the phase D was further added thereto and dispersed by stirring to prepare a gloss lipstick.
  • Formulated ingredient % by mass ⁇ Phase A> Hydrogenated polyisobutene 35 squalane 10 Red iron oxide 2 Mica titanium 3 Silylated silica 3 Alkyl-modified silicone-treated mica 5 ⁇ Phase B> Palmitic acid dextrin 5 ⁇ Phase C> Dimethylpolysiloxane 35 (trade name: Silicone KF-96A-300, manufactured by Shin-Etsu Chemical Co., Ltd.) Silica 2
  • the phases A to B were dispersed by stirring and then dissolved by heating.
  • the phase C was further added thereto and dispersed by stirring to prepare a gloss lipstick.
  • the cosmetic compositions of Examples 21 to 27 were excellent in all of spreadability, a luster, a moisture feel, and transfer resistance.

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  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
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US20120312316A1 (en) * 2010-02-05 2012-12-13 Noriko Tomita Makeup cosmetic and makeup kit comprising the makeup cosmetic and a top coating agent
US20140105840A1 (en) * 2011-06-01 2014-04-17 Shiseido Company, Ltd. Solid Cosmetic For Lips
US20150328124A1 (en) * 2012-12-14 2015-11-19 Shiseido Company, Ltd. Oil-in-water emulsion composition
US20160158118A1 (en) * 2013-07-18 2016-06-09 L'oreal Oil/oil emulsions containing particles with a breakage of curvature, compositions comprising them and use of the particles for stabilizing o/o emulsions
FR3031673A1 (fr) * 2015-01-21 2016-07-22 Oreal Emulsion h/h renfermant des microparticules a rupture de courbe, compositions les comprenant et utilisation des microparticules pour stabiliser les emulsions h/h
FR3031674A1 (fr) * 2015-01-21 2016-07-22 Oreal Emulsion huile / huile renfermant des microparticules comprenant au moins deux materiaux differents, chacun organique ou inorganique
US10071045B2 (en) 2012-06-21 2018-09-11 L'oreal Cosmetic composition comprising a hydrocarbonated-based resin, a hydrocarbon-based block copolymer, a non volatile dimethicone oil and a non volatile hydrocarbonated oil
US11389381B2 (en) 2012-06-21 2022-07-19 L'oreal Cosmetic solid composition comprising a non volatile hydrocarbonated oil, waxes and a high content from non volatile phenylated silicone oil

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JP5926896B2 (ja) * 2010-09-17 2016-05-25 株式会社 資生堂 唇用固形化粧料
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WO2013190704A1 (en) * 2012-06-21 2013-12-27 L'oreal Liquid cosmetic composition comprising a non-volatile hydrocarbonated oil, a non-volatile dimethicone oil and a dextrin ester
WO2013190707A1 (en) * 2012-06-21 2013-12-27 L'oreal Cosmetic composition comprising a non volatile phenyl dimethicone oil, a non volatile hydrocarbonated apolar oil, a non volatil hydrocarbonated polar oil, and a dextrin ester
FR2992195B1 (fr) * 2012-06-21 2014-11-07 Oreal Composition cosmetique comprenant une huile, des particules d'aerogel de silice hydrophobe et un copolymere sequence hydrocarbone de preference obtenu a partir d'au moins un monomere styrene
JP6348423B2 (ja) * 2012-06-21 2018-06-27 ロレアル 炭化水素系樹脂、炭化水素系ブロックコポリマー、不揮発性フェニルジメチコン油及び不揮発性炭化水素化油を含む化粧用組成物
JP6271448B2 (ja) * 2012-06-21 2018-01-31 ロレアル 不揮発性炭化水素化油、不揮発性ジメチコン油及びデキストリンエステルを含む液体化粧用組成物
JP6050679B2 (ja) * 2012-12-28 2016-12-21 花王株式会社 油中油型口唇化粧料
JP6320797B2 (ja) * 2013-03-12 2018-05-09 株式会社コーセー 液状口唇化粧料
CN105050574B (zh) * 2013-03-25 2019-05-31 莱雅公司 包含非聚合物型有机凝胶剂的透明组合物
WO2015170033A1 (fr) * 2014-05-07 2015-11-12 L'oreal Préparation d'une composition pulvérulente / pâteuse comprenant un gel d'élastomère de silicone, des particules solides et une phase liante et procédé de traitement des lèvres
JP2016017057A (ja) * 2014-07-09 2016-02-01 花王株式会社 油中油型口唇化粧料
JP6335753B2 (ja) * 2014-10-24 2018-05-30 東洋ゴム工業株式会社 ゴム組成物及び空気入りタイヤ
WO2016116492A1 (en) 2015-01-21 2016-07-28 L'oreal Oil/oil emulsion comprising solid microparticles, at least a first oily phase, at least a second oily phase and at least a third oily phase that are mutually immiscible
EP3435970A4 (en) * 2016-03-31 2020-04-22 L'Oréal COSMETIC COMPOSITIONS FOR FORMING A MULTI-LAYERED STRUCTURE AFTER APPLICATION ON KERATINE MATERIAL
US11712412B2 (en) 2016-03-31 2023-08-01 L'oreal Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material
US11179313B2 (en) 2016-03-31 2021-11-23 L'oreal Cosmetic compositions comprising silicone and hydrocarbon capable of forming a multilayer structure after application to a keratinous material
US11464731B2 (en) 2016-03-31 2022-10-11 L'oreal Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material
US10952954B2 (en) * 2017-09-29 2021-03-23 L'oreal Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material
JP7282498B2 (ja) * 2018-10-10 2023-05-29 合同会社シャネルR&I 口唇化粧料組成物およびその使用
CN111374895B (zh) * 2018-12-29 2023-08-15 伽蓝(集团)股份有限公司 护肤组合物及其制备方法、应用和制得的护肤品
FR3095758B1 (fr) 2019-05-06 2021-11-26 Oreal Emulsion huile-dans-huile avec au moins un oxyde métallique enrobé hydrophobe et au moins deux huiles immiscibles comprenant une huile hydrocarbonée polaire non volatile et une huile siliconée non volatile
CN115670978A (zh) * 2022-09-05 2023-02-03 广州卡迪莲化妆品科技有限公司 一种抗转移、持久光泽和舒适的化妆品、唇膏及其制备方法

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Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120312316A1 (en) * 2010-02-05 2012-12-13 Noriko Tomita Makeup cosmetic and makeup kit comprising the makeup cosmetic and a top coating agent
US10105307B2 (en) * 2010-02-05 2018-10-23 Shiseido Company, Ltd. Makeup cosmetic and makeup kit comprising the makeup cosmetic and a top coating agent
US20140105840A1 (en) * 2011-06-01 2014-04-17 Shiseido Company, Ltd. Solid Cosmetic For Lips
US10071045B2 (en) 2012-06-21 2018-09-11 L'oreal Cosmetic composition comprising a hydrocarbonated-based resin, a hydrocarbon-based block copolymer, a non volatile dimethicone oil and a non volatile hydrocarbonated oil
US11389381B2 (en) 2012-06-21 2022-07-19 L'oreal Cosmetic solid composition comprising a non volatile hydrocarbonated oil, waxes and a high content from non volatile phenylated silicone oil
US20150328124A1 (en) * 2012-12-14 2015-11-19 Shiseido Company, Ltd. Oil-in-water emulsion composition
US9913788B2 (en) * 2012-12-14 2018-03-13 Shiseido Company, Ltd. Oil-in-water emulsion composition
US20160158118A1 (en) * 2013-07-18 2016-06-09 L'oreal Oil/oil emulsions containing particles with a breakage of curvature, compositions comprising them and use of the particles for stabilizing o/o emulsions
FR3031673A1 (fr) * 2015-01-21 2016-07-22 Oreal Emulsion h/h renfermant des microparticules a rupture de courbe, compositions les comprenant et utilisation des microparticules pour stabiliser les emulsions h/h
FR3031674A1 (fr) * 2015-01-21 2016-07-22 Oreal Emulsion huile / huile renfermant des microparticules comprenant au moins deux materiaux differents, chacun organique ou inorganique
WO2016116473A1 (en) * 2015-01-21 2016-07-28 L'oreal Oil/oil emulsion containing microparticles comprising at least two different materials, each being organic or mineral
WO2016116475A1 (en) * 2015-01-21 2016-07-28 L'oreal O/o emulsion containing microparticles with a break in the curvatured part, compositions comprising same and use of microparticles for stabilizing the o/o emulsions

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EP2298273A1 (en) 2011-03-23
JPWO2009150852A1 (ja) 2011-11-10
CN102056586B (zh) 2013-09-18
TWI450729B (zh) 2014-09-01
US10456337B2 (en) 2019-10-29
US20160317402A1 (en) 2016-11-03
EP2298273B1 (en) 2022-06-01
KR20110026425A (ko) 2011-03-15
HK1155069A1 (en) 2012-05-11
TW201008587A (en) 2010-03-01
CN102056586A (zh) 2011-05-11
JP4766720B2 (ja) 2011-09-07
EP2298273A4 (en) 2012-08-01
KR101271111B1 (ko) 2013-06-04
WO2009150852A1 (ja) 2009-12-17

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